[ CAS No. 7210-76-6 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 7210-76-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 7210-76-6 ]

CAS No. :	7210-76-6	MDL No. :	MFCD00123414
Formula :	C₇H₁₀N₂O₂S	Boiling Point :	No data available
Linear Structure Formula :	C₃NS(NH₂)(CH₃)(COOCH₂CH₃)	InChI Key :	WZHUPCREDVWLKC-UHFFFAOYSA-N
M.W :	186.23	Pubchem ID :	343747
Synonyms :

Calculated chemistry of [ 7210-76-6 ] Expand+

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.43
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	47.57
TPSA :	93.45 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.33 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.94
Log Po/w (XLOGP3) :	1.56
Log Po/w (WLOGP) :	1.22
Log Po/w (MLOGP) :	0.19
Log Po/w (SILICOS-IT) :	1.95
Consensus Log Po/w :	1.37

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.09
Solubility :	1.52 mg/ml ; 0.00817 mol/l
Class :	Soluble
Log S (Ali) :	-3.13
Solubility :	0.137 mg/ml ; 0.000737 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.8
Solubility :	2.92 mg/ml ; 0.0157 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.58

Safety of [ 7210-76-6 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 7210-76-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 7210-76-6 ]
Downstream synthetic route of [ 7210-76-6 ]

[ 7210-76-6 ] Synthesis Path-Upstream 1~1

1
[ 7210-76-6 ]
[ 63788-62-5 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1977, p. 908 - 912
[2] Patent: US2012/220767, 2012, A1,
[3] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 24, p. 7578 - 7583

[ 7210-76-6 ] Synthesis Path-Downstream 1~13

1
[ 7210-76-6 ]
[ 108-24-7 ]
[ 2862-33-1 ]

Yield	Reaction Conditions	Operation in experiment
74%	at 140 - 150℃; for 1h;	Ethyl 2-amino-4-methylthiazole-5-carboxylate (0.01 mol) was taken in a round bottom flask and acetic anhydride (0.02 mol) was added. The reaction mixture was refluxed at 140-150 C for 1 h and then poured into cold water under constant stirring to get solid product. The mixture was heated to boiling to decompose excess of acetic anhydride and cooled. The solid obtained was filtered, washed with water and dried. The ethyl 2-(acetyl amino)-4-methyl-1,3-thiazole-5-carboxylate was collected and recrystallized from ethanol to get pure white crystals. Yield: 74%; m.p. 158 C; Anal. obs. C, 47.08%; H, 5.48%; N, 12.44%. Calcd. for C9H12N2O3S: C, 47.35%; H, 5.30%; N, 12.27%.

Reference： [1]Chemistry of Heterocyclic Compounds,2004,vol. 40,p. 84 - 89
[2]Archiv der Pharmazie,2008,vol. 341,p. 424 - 434
[3]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2011,vol. 50,p. 321 - 325
[4]Tetrahedron,1994,vol. 50,p. 7253 - 7264
[5]European Journal of Medicinal Chemistry,2013,vol. 67,p. 54 - 59
[6]Journal of the American Chemical Society,1945,vol. 67,p. 2242
Journal of the American Chemical Society,1946,vol. 68,p. 871
[7]Journal of the Chemical Society. Perkin transactions I,1977,p. 908 - 912
[8]Journal of the Indian Chemical Society,1964,vol. 41,p. 465 - 468

2
[ 7210-76-6 ]
[ 99-81-0 ]
ethyl 3-methyl-6-(4-nitrophenyl)imidazo[2,1-b]thiazole-2-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With polyethylene glycol (PEG-400); In water; for 0.133333h;Microwave irradiation; Green chemistry;	To stirred solution of polyethylene glycol (PEG-400) (2 mL) in water (2 mL) were added 1-(2-amino-4-methylthiazol-5-yl)ethanone (2 mmol)/ethyl 2-amino-4-methylthiazole-5-carboxylate (2 mmol) and α-bromo aralkyl ketones (phenacyl bromides) (2 mmol), and the mixture was heated at 90 C or subject to microwave irradiation at 300 W, until reaction completion as indicated by TLC. After reaction completion, the reaction mixture was cooled at room temperature, and the solid product formed was collected by filtration, washed with water, and recrystallized from ethanol to give pure product. The recovered PEG with water was reused for five further cycles.

Reference： [1]Research on Chemical Intermediates,2017,vol. 43,p. 6207 - 6231
[2]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1951,vol. 71,p. 756,758
Chem.Abstr.,1952,p. 8094

3
[ 7210-76-6 ]
[ 98-09-9 ]
ethyl 4-methyl-2-(phenylsulfonamido)thiazole-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With pyridine; for 3h;Reflux;	General procedure: A mixture of the start 1 (0.93 g, 5 mmol) and benzenesulfonylchloride or tosyl chloride (5 mmol) in pyridine (10 mL) was heatedunder reflux for 3 h. Working up of the reaction mixture was carriedout as described under 4. Physicochemical and analytical dataare recorded in Table 3. IR (cm-1): 3380-3125 (NH), 1690-1680(C=O), 1110-1017 (SO2).

Reference： [1]Chemistry of Heterocyclic Compounds,2004,vol. 40,p. 84 - 89
[2]European Journal of Medicinal Chemistry,2014,vol. 76,p. 170 - 181
[3]Journal of the American Chemical Society,1946,vol. 68,p. 268

4
[ 7210-76-6 ]
[ 121-60-8 ]
[ 78633-83-7 ]

Reference： [1]Chemistry of Heterocyclic Compounds,2004,vol. 40,p. 84 - 89
[2]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1949,vol. 69,p. 416
    Chem.Abstr.,1950,p. 1923
[3]Agricultural and Biological Chemistry,1981,vol. 45,p. 1129 - 1134
[4]Patent: DE752870,1940,C
    DRP/DRBP Org.Chem.,
    DRP/DRBP Org.Chem.,

5
[ 7210-76-6 ]
[ 63788-59-0 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrazine hydrate; In ethanol; at 20℃; for 3h;	General procedure: A mixture of substituted ethyl benzoate 2 (10 mmol) and hydrazinehydrate (20 mmol) in ethanol was stirred at room temperaturefor 3 h and then filtered. The crude product recrystallizedfrom absolute alcohol to give 3a-l, which were used directly forthe next step. Under this same condition, the intermediate compounds8a-d were also prepared.

Reference： [1]Archiv der Pharmazie,2008,vol. 341,p. 424 - 434
[2]Proceedings - Indian Academy of Sciences, Section A,1945,p. 362,376
[3]Journal of the Chemical Society. Perkin transactions I,1977,p. 908 - 912
[4]Journal of the Indian Chemical Society,1964,vol. 41,p. 465 - 468
[5]Bioorganic and Medicinal Chemistry,2016,vol. 24,p. 1879 - 1888

6
[ 28465-06-7 ]
[ 7210-76-6 ]

Reference： [1]Organic Letters,2020,vol. 22,p. 6557 - 6561
[2]Green Chemistry,2018,vol. 20,p. 5464 - 5468
[3]Tetrahedron Letters,1999,vol. 40,p. 6439 - 6442
[4]Journal fur praktische Chemie (Leipzig 1954),1970,vol. 312,p. 359 - 365

7
[ 7210-76-6 ]
[ 19495-08-0 ]
[ 104291-44-3 ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile; at 75℃; for 4h;Sealed tube;	Acetoferulic acid E3 (2 mmol) was suspended in toluene (2 mL),thionyl chloride (0.5 mL), 1 drop of N, N-dimethylformamide wereadded dropwise in turn. The mixture reacted at 60 C for 5 h. Thenremove the solvent and remaining thionyl chloride to obtain crudeacetylferulyl chloride F3. Potassium thiocyanate (2.5 mmol) wasdissolved in 5 mL acetonitrile, and 5 mL of the acetonitrile solutionof the F3 was added dropwise to it. After the addition wascompleted, the reaction was carried out at room temperature for5 h, and then filtered to obtain acetyl ferulyl isocyanate (G3)acetonitrile solution. Ethyl 2-amino-4-methyl- thiazole-5-carboxylate (1.5 mmol, A1) was added to this solution in twobatches, heated to 75 C and reacted for 4 h, cooled to room temperature,sealed and refrigerated, filtered, washed with ethanol,and dried to obtain target compounds S3. m.p. 237-239 C, yield44.2%; 1H NMR (400 MHz, DMSO-d6) δ: 1.29 (t, J 6.8 Hz, 3H, CH3),2.56 (s, 3H, thiazole-CH3), 4.24 (q, J 6.8 Hz, 2H, OCH2), 6.99 (d,J 15.8 Hz, 1H, CH), 7.46-7.49 (m, 3H, C6H5), 7.60-7.68 (m, 2H,C6H5), 7.79 (d, J 15.8 Hz, 1H, CH), 12.24 (s, 1H, NH), 14.17 (s, 1H,NH); Anal. Calcd. for C17H17N3O3S2: C, 54.38; H, 4.56; N,11.19; foundC, 36.13; H, 3.38; N, 12.64.

Reference： [1]Liebigs Annalen der Chemie,1987,p. 65 - 68
[2]European Journal of Medicinal Chemistry,2021,vol. 213

8
[ 7210-76-6 ]
[ 67899-00-7 ]

Yield	Reaction Conditions	Operation in experiment
97%	With sodium hydroxide; In ethanol; at 20℃; for 26h;	To a solution of ethyl 2-amino-4-methyl-1,3-thiazole-5-carboxylate 5 (3.00g, 16.1mmol) in ethanol (100mL) was added 1M sodium hydroxide solution (50.0mL) at room temperature, and the mixture was stirred for 26h. After the volatiles of the mixture were removed in vacuo, water and acetic acid were added to the residue to adjust the pH to 5.0. The resulting precipitate was collected by filtration, washed with water, and dried in vacuo to yield 6 (2.48g, 97%) as a colorless powder. 1H NMR (200MHz, DMSO-d6) δ 2.35 (s, 3H), 7.57 (s, 2H); MS (ESI): m/z 159 [M+H]+, 157 [M-H]-.
94%		A. A mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.5 mmol) and NaOH (5.40 g, 135.0 mmol) in tetrahydrofuran (60 mL) and water (30 mL) was heated to reflux overnight. Tetrahydrofuran was removed in vacuo, and the residue was neutralized with 5% hydrochloric acid solution to pH 5~6. The precipitate obtained was collected by filtration and dried to afford the crude 2-amino-4-methylthiazole-5- carboxylic acid (5.20 g, 94%): 1H NMR (300 MHz, DMSO-J6) δ 7.63 (s, 2H), 2.30 (s, 3H); MS (ES+) m/z 159.1 (M + 1).
94%		PREPARATION 1; Preparation of 2-amino-7V-benzyl-4-methylthiazole-5-carboxamide; A. A mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.5 mmol) and NaOH (5.40 g, 135 mmol) in tetrahydrofuran (60 mL) and water (30 mL) was heated to reflux overnight. Tetrahydrofuran was removed in vacuo, and the residue was <n="93"/>neutralized with 5% hydrochloric acid solution to pH 5-6. The precipitate obtained was collected by filtration and dried to afford the crude 2-amino-4-methylthiazole-5- carboxylic acid (5.20 g, 94%): 1H NMR (300 MHz, DMSO-J6) δ 7.63 (s, 2H), 2.30 (s, 3H); MS (ES+) nv'z 159.1 (M + 1).; PREPARATION 13; Preparation of 2-amino-4-methyl-7V-(pyridin-3-ylmethyl)thiazole-5-carboxamide; A. A solution of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.00 mmol) and sodium hydroxide (5.40 g, 135.00 mmol) in the mixture of tetrahydrofuran (60 mL) and water (30 mL) was heated at reflux for 18 hours. The tetrahydrofuran was removed in vacuo, and the aqueous solution was neutralized with 5% HCl solution to pH 5-6. The precipitated solid was collected by filtration, washed with water and dried to afford 2-amino-4-methylthiazole-5-carboxylic acid as a white solid in 94% yield (5.20 g): 1H NMR (300 MHz, DMSO-4) δ 7.63 (s, 2H), 2.30 (s, 3H); MS (ES+) m'z 159.1 (M + 1 ).

81%	With sodium hydroxide; In ethanol; at 20℃;	The thiazole ethyl ester (1.0 g, 5.81 mmol) was treated with 0.5 M ethanolic sodium hydroxide solution (60 mL), overnight at room temperature. The reaction mixture was then cooled in an ice bath, and neutralized with acetic acid. The precipitated acid 2 was filtered, washed with diethyl ether, and dried overnight at 60 C.Yield: 81%; off-white crystals, mp 225-227 C (lit. [31] 223 C). 1HNMR (400 MHz, DMSO-d6): 2.35 (s, 3H, CH3), 7.61 (s, 2H, NH2),12.26(br s, 1H, COOH) ppm. HRMS (ESI): m/z [M H] calcd forC5H7N2O2S 159.1698; found 159.1663.
79%	With sodium hydroxide; In methanol;Reflux;	Ethyl 2-amino-4-methyl-1,3-thiazole-5-carboxylate(2) (0.075 M) and sodium hydroxide (0.3 M) in methanol were taken in 50 mL round bottom flask. The solution was refluxed with stirring until the reaction was complete. The clear solution was cooled and neutralized with glacial acetic acid and stirred for 30 min. Precipitate obtained was filtered, washed with water, dried and recrystallized with ethanol. The progress of the reaction and purity of the compound were checked by TLC, using benzene : acetone (8 : 2) as mobile phase. Yield: 79%; m.p.: 160-162C; IR (KBr v max) : 3370, 3055, 1741, 1645, 1492, 1388, 913, 728 cm-1; 1H-NMR (300 MHz, DMSO-d6, δ, ppm): 2.71 (s, 3H, CH3), 5.98 (bs, 2H, D2O exchangeable NH2), 10.71 (bs, 1H, COOH); 13C-NMR (75 MHz, CDCl3, δ, ppm): 13.91, (CH3), 133.59, 147.27, 169.54 (-C=O), 173.49 (-C-NH2, thiazole); ESI-MS: m/z 159.13 (M+H), 181.17 (M+Na); Analysis: calcd. for C5H6N2O2S: C, 37.97; H, 3.82; N, 17.71%; found: 37.93; H, 3.84; N, 17.76%.
75 - 94%		A. To a solution of ethyl 2-amino-4-methylthiazole-5-carboxylate (2.19 g, 11.8 mmol) in a 1 :1 mixture of tetrahydrofuran (20 mL) and water (10 mL) was added sodium hydroxide (1.80 g, 45.0 mmol). The reaction mixture was refluxed for 18 hours and allowed to cool down to ambient temperature. The organic solvent was removed in vacuo. The aqueous solution was acidified with 10% aqueous hydrochloric acid solution. The colorless solid was collected and dried to afford 2-amino-4-methylthiazole-5- carboxylic acid (1.40 g, 75%): 1H NMR (300 MHz, DMSO-J6) δ 11.95 (s, IH), 7.26 (s, 2H), 2.01 (s, 3H); MS (ES+) m/z 159.3 (M + 1).A. A mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.50 mmol) and NaOH (5.40 g, 135.0 mmol) in tetrahydrofuran (60 mL) and water (30 mL) was heated to reflux overnight. Tetrahydrofuran was removed in vacuo, and the residue was neutralized with 5% hydrochloric acid solution to pH 5~6. The precipitate obtained was collected by filtration and dried to afford the crude 2-amino-4-methylthiazole-5- carboxylic acid (5.20 g, 94%): 1H NMR (300 MHz, DMSO-J6) δ 7.63 (s, 2H), 2.30 (s, 3H); MS (ES+) m/z 159.1 (M + 1).
		An aqueous solution of 1M-sodium hydroxide (50 ml) was added to an ethanol solution (100 ml) of ethyl 2-amino-4-methylthiazole-5-carboxylate (3.0 g) and the mixture was stirred at room temperature for 26 hours. After distilling off the solvent, acetic acid was added thereto under ice cooling (pH=5). Water was added thereto, the resultant mixture was stirred, and the crystal was collected by filtration. The crystal was washed with water, thereby obtaining 2-amino-4-methyl-thiazole-5-carboxylic acid (2.5 g) as a colorless solid.

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 7578 - 7583
[2]Patent: WO2008/36715,2008,A1 .Location in patent: Page/Page column 46
[3]Patent: WO2008/127349,2008,A2 .Location in patent: Page/Page column 91-92; 100
[4]Journal of Organic Chemistry,1990,vol. 55,p. 728 - 737
[5]European Journal of Medicinal Chemistry,2013,vol. 67,p. 208 - 220
[6]Journal of Organic Chemistry,2000,vol. 65,p. 1102 - 1107
[7]Acta poloniae pharmaceutica,2017,vol. 74,p. 1699 - 1709
[8]Patent: WO2008/74835,2008,A1 .Location in patent: Page/Page column 75
[9]Patent: US2012/220767,2012,A1 .Location in patent: Page/Page column 8-9
[10]Patent: WO2007/130075,2007,A1

9
[ 7210-76-6 ]
[ 53137-13-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; water; In tetrahydrofuran;Heating / reflux;	A. A mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.5 mmol) and NaOH (5.40 g, 135.00 mmol) in tetrahydrofuran (60 ml_) and water (30 mL) was heated to reflux overnight. Tetrahydrofuran was removed by evaporation, and the residue was neutralized with 5% hydrochloric acid solution to pH 5-6. The precipitate obtained was collected by filtration and dried to afford 2-amino-4-methylthiazole-5- carboxylic acid (5.20 g, 94%); 1H NMR (DMSO-d6, 300 MHz) δ 7.63 (s, 2H), 2.30 (s, 3H). MS (ES+) m/z 159.1 (M + 1).

Reference： [1]Patent: WO2007/130075,2007,A1 .Location in patent: Page/Page column 47

10
[ 7210-76-6 ]
[ 39178-35-3 ]
ethyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With triethylamine; In tetrahydrofuran; at 20℃; for 48h;	Synthesis of Ethyl 2-(lsonicotinamido)-4-methylthiazole~5~carboxylateTo a mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (5.70 g, 30.60 <n="93"/>mmol) and triethylamine (10.0 ml_, 71.80 mmol) in tetrahydrofuran (100 ml_) was added isonicotinoyl chloride hydrochloride (6.00 g, 32.00 mmol). The reaction mixture was stirred at ambient temperature for 2 days. The solvent was removed by evaporation and the resulting white solid was washed sequentially with water, 10% sodium bicarbonate solution, and water, then dried to afford the title compound in 90% yield (8.10 g); 1H NMR (DMSO-d6, 300 MHz) δ 8.77 (d, J = 6.0 Hz, 2H), 8.77 (d, J = 6.0 Hz, 2H), 4.23 (q, J = 7.2 Hz, 2H), 2.34 (s, 3H). 1.27 (t, J = 7.2 Hz, 3H); MS (ES+) m/z 292.0 (M + 1).

Reference： [1]Patent: WO2007/130075,2007,A1 .Location in patent: Page/Page column 91-92

11
[ 7210-76-6 ]
[ 454-92-2 ]
ethyl 4-methyl-2-([3-(trifluoromethyl)phenyl]carbonyl}amino)1,3-thiazole-5-carboxylate [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6299 - 6304

12
[ 7210-76-6 ]
[ 124-63-0 ]
[ 302964-05-2 ]

Yield	Reaction Conditions	Operation in experiment
87%	With pyridine; In dichloromethane;	A. Ethyl-2-[(methylsulfonyl)amino]4-methyl-thiazole-5-carboxylate A stirred solution of ethyl-2-amino-4-methyl-thiazole-5-carboxylate (558 mg, 3 mmol) in dichloromethane (15 mL) and pyridine (5 mL) was treated with methanesulfonyl chloride (687 mg, 6 mmol) at rt overnight. The solution was diluted with dichloromethane (50 mL) and washed with 2N aq. HCl solution (15 mL, 3), dried (MgSO4), filtered and concentrated. The crude residue was diluted with ether (25 mL) and the solid was filtered, washed with 1:1 ether:hexane mixture (10 mL, 3), and dried in vacuo to obtain the title compound (687 mg, 87%) as an off-white solid.
87%	With pyridine; In dichloromethane; at 20℃;	[0392] A stirred solution of ethyl-2-amino-4-methyl-thiazole-5-carboxylate (558 mg, 3 mmol) in dichloromethane (15 mL) and pyridine (5 mL) was treated with methanesulfonyl chloride (687 mg, 6 mmol) at rt overnight. The solution was diluted with dichloromethane (50 mL) and washed with 2N aq. HCl solution (15 mL, 3×), dried (MgSO4), filtered and concentrated. The crude residue was diluted with ether (25 mL) and the solid was filtered, washed with 1:1 ether:hexane mixture (10 mL, 3×), and dried in vacuo to obtain the title compound (687 mg, 87%) as an off-white solid.

Reference： [1]Patent: US6596746,2003,B1
[2]Patent: US2004/54186,2004,A1 .Location in patent: Page 92

13
[ 7210-76-6 ]
[ 501-53-1 ]
[ 302964-03-0 ]

Yield	Reaction Conditions	Operation in experiment
48%	With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 5℃; for 4h;	[0318] A 3 M aq. NaHCO3 solution (10 mL, 30 mmol) was added to a stirred solution of ethyl-2-amino-4-methyl-thiazole-5-carboxylate (372 mg, 2 mmol) in THF (20 mL) at 0-5)C. Benzyl chloroformate (500 μL) was added. After 2 h, additional benzyl chloroformate (500 μL) and the biphasic solution was stirred for an additional 2 h at 0-5C. The mixture was diluted with dichloromethane (50 mL) and water (30 mL). The organic layer was separated, dried (MgSO4), filtered and concentrated. The residue was chromatographed on a silica gel column. Elution with 10% EtOAc in hexanes followed by 20% and 30% EtOAc in hexanes afforded the title compound (310 mg, 48%) as a white solid.

Reference： [1]Patent: US2004/54186,2004,A1 .Location in patent: Page 50

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Technical Information

? Acyl Group Substitution ? Bouveault-Blanc Reduction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Catalytic Hydrogenation ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Ester Cleavage ? Hydride Reductions ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Amines ? Reactions of Amines ? Reactions with Organometallic Reagents ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Vilsmeier Reagent ? Ugi Reaction

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Related Parent Nucleus of
[ 7210-76-6 ]

Thiazoles

[ 3829-80-9 ]

Methyl 2-amino-4-methylthiazole-5-carboxylate

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[ 67899-00-7 ]

2-Amino-4-methylthiazole-5-carboxylic acid

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[ 20582-55-2 ]

Ethyl 4-methylthiazole-5-carboxylate

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 7210-76-6 ] {[proInfo.proName]}

Quality Control of [ 7210-76-6 ]

Related Doc. of [ 7210-76-6 ]

Product Details of [ 7210-76-6 ]

Calculated chemistry of [ 7210-76-6 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 7210-76-6 ]

Application In Synthesis of [ 7210-76-6 ]

[ 7210-76-6 ] Synthesis Path-Upstream 1~1

[ 7210-76-6 ] Synthesis Path-Downstream 1~13

Technical Information

Pharmaceutical Intermediates of [ 7210-76-6 ]

Febuxostat Related Intermediates

Related Functional Groups of [ 7210-76-6 ]

Esters

Amines

Related Parent Nucleus of [ 7210-76-6 ]

Thiazoles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Pharmaceutical Intermediates of
[ 7210-76-6 ]

Related Functional Groups of
[ 7210-76-6 ]

Related Parent Nucleus of
[ 7210-76-6 ]