[ CAS No. 696-59-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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Quality Control of [ 696-59-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 696-59-3 ]

SDS Specification

Alternatived Products of [ 696-59-3 ]

Product Details of [ 696-59-3 ]

CAS No. :	696-59-3	MDL No. :	MFCD00005359
Formula :	C₆H₁₂O₃	Boiling Point :	-
Linear Structure Formula :	OC₄H₆(OCH₃)₂	InChI Key :	GFISDBXSWQMOND-UHFFFAOYSA-N
M.W :	132.16	Pubchem ID :	79098
Synonyms :

Calculated chemistry of [ 696-59-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	32.1
TPSA :	27.69 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.68 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.96
Log Po/w (XLOGP3) :	0.6
Log Po/w (WLOGP) :	0.74
Log Po/w (MLOGP) :	0.15
Log Po/w (SILICOS-IT) :	0.67
Consensus Log Po/w :	0.82

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.91
Solubility :	16.4 mg/ml ; 0.124 mol/l
Class :	Very soluble
Log S (Ali) :	-0.76
Solubility :	23.2 mg/ml ; 0.176 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.49
Solubility :	42.9 mg/ml ; 0.324 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.96

Safety of [ 696-59-3 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P261-P305+P351+P338	UN#:	1993
Hazard Statements:	H225-H315-H319-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 696-59-3 ]

* 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 [ 696-59-3 ]
Downstream synthetic route of [ 696-59-3 ]

[ 696-59-3 ] Synthesis Path-Upstream 1~1

1
[ 696-59-3 ]
[ 591-19-5 ]
[ 107302-22-7 ]
[ 219928-13-9 ]

Reference： [1] Synthesis, 1999, # 1, p. 74 - 79
[2] Synthesis, 1999, # 1, p. 74 - 79

[ 696-59-3 ] Synthesis Path-Downstream 1~12

1
[ 696-59-3 ]
[ 56-41-7 ]
[ 116838-52-9 ]

Reference： [1]Tetrahedron Asymmetry,1996,vol. 7,p. 1069 - 1076
[2]Journal of the American Chemical Society,2013,vol. 135,p. 9608 - 9611
[3]Organic Letters,2019,vol. 21,p. 8957 - 8961
[4]Journal of Chemical Research, Miniprint,1988,p. 601 - 645
[5]Journal of the American Chemical Society,1991,vol. 113,p. 3513 - 3518
[6]Australian Journal of Chemistry,1997,vol. 50,p. 939 - 945
[7]Journal of Agricultural and Food Chemistry,2008,vol. 56,p. 1495 - 1500
[8]Advanced Synthesis and Catalysis,2020,vol. 362,p. 424 - 429

2
[ 696-59-3 ]
[ 93839-14-6 ]
[ 158966-63-3 ]

Reference： [1]Journal of Antibiotics,1994,vol. 47,p. 602 - 605

3
[ 696-59-3 ]
[ 1005-38-5 ]
[ 321330-23-8 ]

Yield	Reaction Conditions	Operation in experiment
	In acetic acid;Heating / reflux;	According to Scheme 20, <strong>[1005-38-5]4-amino-6-chloro-2-methylthiopyrimidine</strong> 151 was reacted with 1 equivalent of 2,5-dimethoxytetrahydrofuran in refluxing acetic acid to provide 6-chloro-2-methylthio-4-(1-pyrrolyl)pyrimidine 152: 1H NMR (CDCl3) delta2.75 (s,3H), 6.55 (d,2H), 7.05 (s,1H), 7.65 (d,2H).

Reference： [1]Patent: US2003/229092,2003,A1 .Location in patent: Page 32; 33

4
[ 696-59-3 ]
[ 2243-82-5 ]
[ 74117-26-3 ]

Reference： [1]Synlett,2008,p. 410 - 412

5
[ 696-59-3 ]
[ 22808-73-7 ]
[ 1215299-31-2 ]

Reference： [1]ChemMedChem,2010,vol. 5,p. 384 - 389

6
[ 696-59-3 ]
[ 126674-77-9 ]
[ 1352144-71-8 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine hydrochloride; In 1,4-dioxane;Reflux;	Example A3; a) Preparation of intermediate; A mixture of <strong>[126674-77-9]2-amino-4,6-difluorobenzoic acid</strong> (60 g, 346 mmol), tetrahydro-2,5- dimethoxyfuran (45.7 g, 346 mmol) and pyridine hydrochloride (1 : 1) (40 g, 346 mmol) in dioxane (500 ml) was heated to reflux overnight. Subsequently, the solvent was evaporated and the residue was dissolved in EtOAc (100 ml). This solution was washed with brine and water. The organic layer was separated, dried (MgS04), filtered and the solvent was evaporated. Yield: 70 g of crude intermediate 3, which was used as such in the next reaction step.
	With pyridine hydrochloride; In 1,4-dioxane;Reflux;	c) Preparation of intermediate; A mixture of intermediate 9 (60.0 g, 0.346 mol), tetrahydro-2,5-dimethoxyfuran (45.7 g, 0.346 mol) and pyridine hydrochloride (1 : 1) (40 g, 0.346 mol) in dioxane (500 ml) was heated to reflux overnight. The solvent was removed, and the residue was dissolved in EtOAc (100 ml). This solution was washed with brine and H20. The separated organic layer was dried (MgS04), filtered and the solvent was evaporated to yield 70 g of intermediate 10 which was used as such directly in the next reaction step.
	With pyridine hydrochloride; In 1,4-dioxane;Reflux;	A mixture of <strong>[126674-77-9]2-amino-4,6-difluorobenzoic acid</strong> (60 g, 346 mmol), tetrahydro-2,5-dimethoxythran (45.7 g, 346 mmol) and pyridine hydrochloride (1:1) (40 g, 346 mmol) in dioxane (500 ml) was heated to reflux overnight. Subsequently, the solvent was evaporated and the residue was dissolved in EtOAc (100 ml). This solution was washed with brine and water. The organic layer was separated, dried (Mg504), filtered and the solvent was evaporated. Yield: 70 g of crude intermediate 3, which was used as such in the next reaction step.

Reference： [1]Patent: WO2011/154298,2011,A1 .Location in patent: Page/Page column 32
[2]Patent: WO2012/69380,2012,A1 .Location in patent: Page/Page column 40
[3]Patent: US2013/85136,2013,A1 .Location in patent: Paragraph 0256; 0257

7
[ 696-59-3 ]
[ 3082-75-5 ]
[ 116838-52-9 ]

Reference： [1]Mendeleev Communications,2013,vol. 23,p. 92 - 93

8
[ 696-59-3 ]
[ 173435-32-0 ]
[ 1355244-37-9 ]

Yield	Reaction Conditions	Operation in experiment
72%	With acetic acid; for 2.0h;Reflux;	2-Fluoro-4-methylpyridin-3-amine (1.0 g, 7.93 mmol) and 2 , 5-dimethoxytetrahydrofuran (1.08 mL, 1.05 equiv. ) were suspended in 3 mL of acetic acid and refluxed for 2 hours. The reaction was cooled down to room temperature. The solvents were removed and the residue was purified by silica gel chromatography (EtOAc/hexanes = 1:8, Rf = 0.3) to afford 1.0 g (72%) oil. XH NMR (400 MHz, CDC13) delta 8.10 (dd, J=0.8, 5.1 Hz, 1H) , 7.17 (d, J=5.1 Hz, 1H) , 6.74 (td, J=2.1, 0.9 Hz, 2H) , 6.40 (t, J=2.1 Hz, 2H) , 2.26 (s, 3H) . 13C NMR (101 MHz, CDC13) delta 160.2, 157.8, 149.6, 149.5, 145.5, 145.4, 123.80, 123.76, 122.1, 109.8, 17.29, 17.25. HRMS (m/z) calcd for Ci0Hi0F 2 (M+H) 177.0828; found 177.0827. Richards, et al. (2008) Bioorg. & Med. Chem. Lett. 18:4325-27.

Reference： [1]Patent: WO2013/40321,2013,A1 .Location in patent: Paragraph 00046

9
[ 696-59-3 ]
[ 32161-30-1 ]
[ 1444003-11-5 ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 9608 - 9611

10
[ 696-59-3 ]
[ 1180678-40-3 ]
C₉H₆BrIN₂ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 10806 - 10816

11
[ 696-59-3 ]
[ 1003-61-8 ]
2-(1H-pyrrol-1-yl)thiazole-5-carbaldehyde [ No CAS ]

Reference： [1]Dyes and Pigments,2016,vol. 128,p. 89 - 95

12
[ 696-59-3 ]
[ 50413-30-4 ]
methyl 4-methoxy-2-(1H-pyrrol-1-yl)benzoate [ No CAS ]

Reference： [1]ChemMedChem,2018,vol. 13,p. 2090 - 2103

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[ 696-59-3 ]

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P222	Do not allow contact with air.
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P233	Keep container tightly closed.
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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.
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Code	Phrase
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P342	If experiencing respiratory symptoms:
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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
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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.
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Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
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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. 696-59-3 ] {[proInfo.proName]}

Quality Control of [ 696-59-3 ]

Related Doc. of [ 696-59-3 ]

Product Details of [ 696-59-3 ]

Calculated chemistry of [ 696-59-3 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 696-59-3 ]

Application In Synthesis of [ 696-59-3 ]

[ 696-59-3 ] Synthesis Path-Upstream 1~1

[ 696-59-3 ] Synthesis Path-Downstream 1~12

Technical Information

Related Functional Groups of [ 696-59-3 ]

Ethers

Related Parent Nucleus of [ 696-59-3 ]

Tetrahydrofurans

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 696-59-3 ]

Related Parent Nucleus of
[ 696-59-3 ]