[ CAS No. 364794-80-9 ] {[proInfo.proName]}

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Quality Control of [ 364794-80-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 364794-80-9 ]

SDS Specification

Alternatived Products of [ 364794-80-9 ]

Product Details of [ 364794-80-9 ]

CAS No. :	364794-80-9	MDL No. :	MFCD06797489
Formula :	C₁₇H₂₆BNO₃	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	RCGRLLZELIIKDH-UHFFFAOYSA-N
M.W :	303.20	Pubchem ID :	2795578
Synonyms :

Calculated chemistry of [ 364794-80-9 ] Expand+

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.65
Num. rotatable bonds :	3
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	92.89
TPSA :	30.93 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.47 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.37
Log Po/w (WLOGP) :	1.29
Log Po/w (MLOGP) :	1.3
Log Po/w (SILICOS-IT) :	2.19
Consensus Log Po/w :	1.43

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.22
Solubility :	0.184 mg/ml ; 0.000607 mol/l
Class :	Soluble
Log S (Ali) :	-2.66
Solubility :	0.663 mg/ml ; 0.00219 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.58
Solubility :	0.00807 mg/ml ; 0.0000266 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.17

Safety of [ 364794-80-9 ]

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

Application In Synthesis of [ 364794-80-9 ]

* 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.

Downstream synthetic route of [ 364794-80-9 ]

[ 364794-80-9 ] Synthesis Path-Downstream 1~11

1
[ 73183-34-3 ]
[ 364793-82-8 ]
[ 364794-80-9 ]

Reference： [1]European Journal of Medicinal Chemistry,2019,vol. 179,p. 449 - 469
[2]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 2989 - 2992
[3]Journal of Medicinal Chemistry,2008,vol. 51,p. 196 - 218
[4]Journal of Medicinal Chemistry,2013,vol. 56,p. 3820 - 3832

2
[ 364794-80-9 ]
[ 364793-60-2 ]
4-(2,4-Dichloro-5-methoxyanilino)-7-[3-(4-morpholinylmethyl)-phenyl]-3-quinolinecarbonitrile [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 2989 - 2992

3
[ 364794-80-9 ]
[ 364793-73-7 ]
4-(2,4-Dichloro-5-methoxyanilino)-6-methoxy-7-[3-(4-morpholinylmethyl]phenyl }-3-quinolinecarbonitrile [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 2989 - 2992

4
[ 956034-15-4 ]
[ 364794-80-9 ]
C₂₁H₂₃ClN₄O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In water; acetonitrile; at 100℃; for 0.166667 - 0.666667h;Microwave irradiation;	Example 223 2-(lH-indazol-4-yl)-4-morpholino-6-(3-(morpholinomethyl)phenyl)thieno[3,2-d]pyrimidine 299[00823] 2-Chloro-6-iodo-4-morpholinothieno[3,2-￡/lpyrimidine 19 (50 mg) was <n="215"/>coupled to 4-[3-(4,4,5,5-tetramethyl-l,332-dioxaborolan-2-yl)]benzylmorpholine, and then reacted with 4-(4,4,5,5-tetramemyl-l,3,2-dioxaborolan-2-yl)-17Wndazole 7 via GeneralProcedure F. The product was purified by reverse phase HPLC to yield 2.6 mg of 299. MS.(Ql) 513.2 (M)+; General Procedure F Suzuki coupling reactions in one pot[00245] 2-CMoro-64odo-4rmorpholmothieno[3,2-￡?]pyrimidine 19 (leq), phenylboronic acid or heterocycleboronic acid (R1 -B(OH)2, 1.1 eq) and bis(triphenylphosphine)palladium(II) dichloride (O.leq) in lMNa2CC>3 aqueous solution (3 eq) and acetonitrile (3eq) was heated to 100 0C in a sealed microwave reactor for 10 to 40 min to give 20. Upon completion, 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH- indazole 7 (1.3 eq) and bis(triphenylphosphine)palladium(II) dichloride (O.leq) were added in the same pot. The reaction mixture was heated to 150 0C in a sealed microwave reactor for 10 to 15min. The mixture was extracted with ethyl acetate (3 x 5 mL). The combined organic layers were concentrated to yield crude 21.

Reference： [1]Patent: WO2007/127183,2007,A1 .Location in patent: Page/Page column 131; 213-214

5
[ 3132-99-8 ]
[ 364794-80-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 2989 - 2992

6
[ 73183-34-3 ]
[ 364793-82-8 ]
4-(2,4-Dichloro-5-methoxyanilino)-7-[3-(4-morholinylmethyl) phenyll-3-quinolinecarbonitrile [ No CAS ]
[ 364794-80-9 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium acetate; In water; dimethyl sulfoxide; ethyl acetate; toluene;	EXAMPLE 26 4-(2,4-Dichloro-5-methoxyanilino)-7-[3-(4-morholinylmethyl) phenyll-3-quinolinecarbonitrile To a dry flask under a nitrogen atmosphere was added 200 mg (0.78 mmol) of 4-(3-bromobenzyl) morpholine, 0.218 g (0.86 mmol) of bis(pinacolato) diboron, 230 mg (2.34 mmol) of potassium acetate, 5 mL of dimethylsulfoxide and 32 mg (0.04 mmol) of [1,1'-bis(diphenylphosphino) ferrocene]dichloropalladium(II), complex with dichloromethane. The reaction mixture was heated at 80 C. for 2 hours. After cooling, the mixture was partitioned between 20 mL of toluene, 40 mL of ethyl acetate and 40 mL of water. The layers were separated and the aqueous layer was further extracted with 30 mL of ethyl acetate. The organic layers were combined and washed with 4*40 mL water. After drying over magnesium sulfate, removal of the solvents gave crude 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzyl]morpholine as a dark oil.

Reference： [1]Patent: US2002/26052,2002,A1

7
[ 73183-34-3 ]
[ 364793-86-2 ]
[ 364794-79-6 ]
[ 364794-80-9 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium acetate; In dichloromethane; dimethyl sulfoxide;	EXAMPLE 28 4-(2,4-Dichloro-5-methoxyanilino)-7-3-[2-(4-morpholinvl) ethvllphenyl }-3-quinolinecarbonitrile By the procedure used to prepare 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzyl]morpholine, in Example 26, 1.0 g (3.70 mmol) of <strong>[364793-86-2]4-(3-bromophenethyl) morpholine</strong>, was reacted with 1.03 g (4.07 mmol) of bis(pinacolato) diboron, 1.1 g (11.0 mmol) of potassium acetate and 0.3 g (0.37 mmol) of [1,1'-bis(diphenylphosphino) ferrocene]dichloropalladium(II), complex with dichloromethane in 25 mL of anhydrous dimethylsulfoxide to provide crude 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenethyllmorpholine. This material was purified by flash silica gel chromatography, eluding with a gradient of 99:1 methylene chloride/methanol to 97.5:2.5 methylene chloride/methanol, to provide 0.52 g of 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzyl]morpholine as a light brown liquid; MS (ES) m/z 318.3 (M+1).

Reference： [1]Patent: US2002/26052,2002,A1

8
[ 747413-06-5 ]
[ 364794-80-9 ]
C₃₇H₃₆ClN₃O₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 196 - 218

9
[ 1161498-11-8 ]
[ 364794-80-9 ]
[ 1161500-58-8 ]

Yield	Reaction Conditions	Operation in experiment
		Example 109: (S)-N-((S)-l-Cyano-2-(3'-(morpholinomethyl)biphenyl-4- yl)ethyl)piperidine-2-carboxamide ditrifluoroacetate(S)-tert-Buty{ 2-((S)- 1 -cyano-2-(4-iodophenyl)ethylcarbamoyl)piperidine- 1 -carboxylate (200 mg) and 1,1 bis(di-tert-butylphosphino)ferrocene palladium dichloride (2.70 mg) in dioxane (5 mL) were treated with 4-(3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)benzyl)morpholine (188 mg) and the mixture was stirred at room temperature for 15 min under nitrogen. An aqueous solution of potassium carbonate (2M, 0.414 mL) was added and the mixture was stirred for 18 h at 75 0C. After 4 further additions of 1,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride the mixture was heated for a total of 48 h. The mixture was evaporated and ethyl acetate was added. The resulting dark brown mixture was purified by flash silica chromatography, eluting with 20% ethyl acetate in isohexane and then with 40% ethyl acetate in isohexane containing 0.5% triethylamine to give a colourless oil. Formic acid (2 mL) was added and the mixture was heated at 50 0C for 12 min. The cooled mixture was basified with 0.880 aqueous ammonia and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulphate, filtered and the solvent was evaporated. The resulting oil was purified by preparative HPLC on a Waters X-Bridge column using a 95-5% gradient of aqueous 0.1% TFA in acetonitrile as eluent. The fractions containing the desired compound were evaporated to dryness to afford the title compound (0.054g) as a yellow oil.1H NMR (399.825 MHz, D2O) delta 7.82 (d, J = 7.9 Hz, IH), 7.77 (s, IH), 7.73 - 7.68 (m, 2H), 7.62 (t, J = 7.8 Hz, IH), 7.52 (d, J = 7.7 Hz, IH), 7.49 - 7.43 (m, 2H), 5.08 (t, J = 7.8 Hz, <n="156"/>IH), 4.45 (s, 2H), 4.11 (d, J = 12.3 Hz, 2H), 3.90 - 3.83 (m, IH), 3.79 (t, J = 12.3 Hz, 2H), 3.48 (d, J = 12.3 Hz, 3H), 3.43 - 3.18 (m, 4H), 3.02 (t, J = 21.7 Hz, IH), 2.16 - 2.04 (m, IH), 1.99 - 1.82 (m, 2H), 1.80 - 1.44 (m, 3H) m/z 433 [M+H]+

Reference： [1]Patent: WO2009/74829,2009,A1 .Location in patent: Page/Page column 154-155

10
[ 1062295-41-3 ]
[ 364794-80-9 ]
N-{(2S)-5-[3-(4-morpholinylmethyl)phenyl]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 90℃; for 16h;Inert atmosphere; Reflux;	Example 7: N-{(2S)-5-[3-(4-morpholinylmethyl)phenyl]-2,3-dihydro-1H-inden-2-yl}-2- propanesulfonamideA mixture of N-[(2S)-5-bromo-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide (100 mg, 0.31 mmol, Description 1 ), 4-[3-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenyl]methyl}morpholine (114 mg, 0.38 mmol), Pd(PPh3)4 (3.6 mg, 3.1 umol), and Na2CO3 (67 mg, 0.63 mmol) in a 3:1 mixture of dioxane:water (2 ml) was stirred and refluxed at 90 0C under argon for 16 hours. The mixture was allowed to cool and was then partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic solution was dried (MgSO4) and evaporated under reduced pressure to yield the crude product as a yellow oil, which was purified using MDAP. The resulting material was partitioned between saturated aqueous sodium bicarbonate solution and dichloromethane. The organic solution was dried (MgSO4) and evaporated under reduced pressure to yield the desired product as a white foam (81 mg, 62%). LC/MS (ES): Found 415 (ES+), retention time 0.74 mins (2 minute run). C23H30N2O3S requires 414.1H NMR (400MHz, CDCI3): delta 7.51-7.53 (1 H, m), 7.41-7.47 (3H, m), 7.38 (1 H, t, J = 7 Hz), 7.27-7.32 (2H, m), 4.28-4.39 (2H, m), 3.70-3.74 (4H, m), 3.56 (2H, s), 3.33-3.42 (2H, m), 3.21 (1 H, septet, J = 7 Hz), 2.92-3.01 (2H, m), 2.46-2.50 (4H, m), 1.41 (6H, d, J = 7 Hz).

Reference： [1]Patent: WO2010/66658,2010,A1 .Location in patent: Page/Page column 28; 29

11
[ 110-91-8 ]
[ 214360-74-4 ]
[ 364794-80-9 ]

Reference： [1]ACS Combinatorial Science,2011,vol. 13,p. 24 - 31

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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. 364794-80-9 ] {[proInfo.proName]}

Quality Control of [ 364794-80-9 ]

Related Doc. of [ 364794-80-9 ]

Product Details of [ 364794-80-9 ]

Calculated chemistry of [ 364794-80-9 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 364794-80-9 ]

Application In Synthesis of [ 364794-80-9 ]

[ 364794-80-9 ] Synthesis Path-Downstream 1~11

Technical Information

Related Functional Groups of [ 364794-80-9 ]

Organoboron

Aryls

Related Parent Nucleus of [ 364794-80-9 ]

Aliphatic Heterocycles

Morpholines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 364794-80-9 ]

Related Parent Nucleus of
[ 364794-80-9 ]