[ CAS No. 112900-82-0 ] {[proInfo.proName]}

Name: 112900-82-0|3-Methyl-4-morpholinoaniline|96%
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SKU: A399148
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Quality Control of [ 112900-82-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 112900-82-0 ]

Product Details of [ 112900-82-0 ]

CAS No. :	112900-82-0	MDL No. :	MFCD09755865
Formula :	C₁₁H₁₆N₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KNOTXXUXSBIPQW-UHFFFAOYSA-N
M.W :	192.26	Pubchem ID :	10607787
Synonyms :

Calculated chemistry of [ 112900-82-0 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.45
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	61.54
TPSA :	38.49 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.51 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.92
Log Po/w (XLOGP3) :	1.35
Log Po/w (WLOGP) :	1.04
Log Po/w (MLOGP) :	1.12
Log Po/w (SILICOS-IT) :	1.69
Consensus Log Po/w :	1.42

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.13
Solubility :	1.41 mg/ml ; 0.00735 mol/l
Class :	Soluble
Log S (Ali) :	-1.76
Solubility :	3.34 mg/ml ; 0.0174 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.61
Solubility :	0.468 mg/ml ; 0.00243 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.59

Safety of [ 112900-82-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P280-P305+P351+P338	UN#:
Hazard Statements:	H317-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 112900-82-0 ]

* 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 [ 112900-82-0 ]
Downstream synthetic route of [ 112900-82-0 ]

[ 112900-82-0 ] Synthesis Path-Upstream 1~2

1
[ 223404-63-5 ]
[ 112900-82-0 ]

Yield	Reaction Conditions	Operation in experiment
100%	With hydrogen In ethanol; toluene	Step 2: A suspension of 4-(2-methyl-4-nitro-phenyl)-morpholine (0.53g, 2.4mMol) and 10percent palladium on carbon (55mg) in 1:1 toluene : ethanol (25ml) was placed under an atmosphere of hydrogen, using standard procedures, until reaction was complete. The reaction mixture was filtered through a pad of celite, which was then washed with ethanol. The filtrates were reduced under vacuum to give 3-methyl-4- morpholin-4-yl-phenylamine as a tan solid.( 0.47g , 100percent), LC/MS: RT - 2.66, MH+ 193; No. (CDCl3) 6.82 (1H, d, J 8.2Hz) ; 6.48-6.54 (2H, m) ; 3.76 (4H, t, J 4.4Hz) ; 2.76 (4H, t, J 4.4Hz); 2.18 (3H, s)
96.35%	With ammonium chloride; zinc In methanol at 0 - 20℃; for 1 h;	To a stirred mixture of 4-(2-methyl-4-nitrophenyl)morpholine (6 g, 0.0645 mol, 1.0 eq), Zn dust (8.64 g, 0.135 mol, 5 eq) in methanol (50 mL) in a round bottomed flask at 0°C, ammonium chloride (7.29 g, 0.135 mol, 5 eq) was added slowly and the mixture stirred at rt for 1 h while monitoring by TLC. After completion of the starting material, the reaction mass was filtered through a Celite® bed and filtrate was concentrated under reduced pressure to obtain a residue. The residue was diluted with DCM (150 mL) and washed with water. The organic layer was separated, washed with brine sol, dried over sodium sulphate and concentrated under reduced pressure to obtain 3-methyl-4- morpholinoaniline as brown solid (5 g, 96.35percent). 1H NMR (400 MHz, CDC1₃): δ 6.768 (d, 1H), 6.39 (s, 1H), 6.36 (d, 1H), 4.66 (brs, 2H), 3.681 (t, 4H), 2.683 (t, 4H), 2.124 (s, 3H).
86%	With hydrogenchloride; iron In ethanol; water at 90℃; for 12 h; Inert atmosphere	4-(2-Methyl-4-nitrophenyl)morpholine (2.60 g, 11.70 mmol), iron powder (3.28 g, 58.50 mmol), BAlcohol (40mL), water (5mL) and hydrochloric acid (0.1g, 35percent aqueous solution) were added to a 100mL single-mouth bottle, heated under nitrogen and heated toStir at 90 ° C for 12 hours. After completion of the reaction, the mixture was filtered, and the filtrate was evaporated.The mixture was washed with water (30 mL×3)The title compound (yellow solid, 1.93 g, yield: 86percent).

Reference： [1] Patent: WO2005/105761, 2005, A1, . Location in patent: Page/Page column 36
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 5099 - 5119
[3] Patent: WO2015/38417, 2015, A1, . Location in patent: Page/Page column 94; 95
[4] Patent: CN108690043, 2018, A, . Location in patent: Paragraph 0262; 0266-0267
[5] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 4, p. 353 - 360

2
[ 455-88-9 ]
[ 112900-82-0 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 4, p. 353 - 360
[2] Patent: WO2015/38417, 2015, A1,
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 5099 - 5119
[4] Patent: WO2005/105761, 2005, A1,

[ 112900-82-0 ] Synthesis Path-Downstream 1~24

1
[ 60456-26-0 ]
[ 112900-82-0 ]
[ 1026622-97-8 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

2
[ 223404-63-5 ]
[ 112900-82-0 ]

Yield	Reaction Conditions	Operation in experiment
100%	With hydrogen;palladium 10% on activated carbon; In ethanol; toluene;	Step 2: A suspension of 4-(2-methyl-4-nitro-phenyl)-morpholine (0.53g, 2.4mMol) and 10% palladium on carbon (55mg) in 1:1 toluene : ethanol (25ml) was placed under an atmosphere of hydrogen, using standard procedures, until reaction was complete. The reaction mixture was filtered through a pad of celite, which was then washed with ethanol. The filtrates were reduced under vacuum to give 3-methyl-4- morpholin-4-yl-phenylamine as a tan solid.( 0.47g , 100%), LC/MS: RT - 2.66, MH+ 193; No. (CDCl3) 6.82 (1H, d, J 8.2Hz) ; 6.48-6.54 (2H, m) ; 3.76 (4H, t, J 4.4Hz) ; 2.76 (4H, t, J 4.4Hz); 2.18 (3H, s)
96.35%	With ammonium chloride; zinc; In methanol; at 0 - 20℃; for 1.0h;	To a stirred mixture of 4-(2-methyl-4-nitrophenyl)morpholine (6 g, 0.0645 mol, 1.0 eq), Zn dust (8.64 g, 0.135 mol, 5 eq) in methanol (50 mL) in a round bottomed flask at 0C, ammonium chloride (7.29 g, 0.135 mol, 5 eq) was added slowly and the mixture stirred at rt for 1 h while monitoring by TLC. After completion of the starting material, the reaction mass was filtered through a Celite bed and filtrate was concentrated under reduced pressure to obtain a residue. The residue was diluted with DCM (150 mL) and washed with water. The organic layer was separated, washed with brine sol, dried over sodium sulphate and concentrated under reduced pressure to obtain 3-methyl-4- morpholinoaniline as brown solid (5 g, 96.35%). 1H NMR (400 MHz, CDC13): delta 6.768 (d, 1H), 6.39 (s, 1H), 6.36 (d, 1H), 4.66 (brs, 2H), 3.681 (t, 4H), 2.683 (t, 4H), 2.124 (s, 3H).
86%	With hydrogenchloride; iron; In ethanol; water; at 90℃; for 12.0h;Inert atmosphere;	4-(2-Methyl-4-nitrophenyl)morpholine (2.60 g, 11.70 mmol), iron powder (3.28 g, 58.50 mmol), BAlcohol (40mL), water (5mL) and hydrochloric acid (0.1g, 35% aqueous solution) were added to a 100mL single-mouth bottle, heated under nitrogen and heated toStir at 90 C for 12 hours. After completion of the reaction, the mixture was filtered, and the filtrate was evaporated.The mixture was washed with water (30 mL×3)The title compound (yellow solid, 1.93 g, yield: 86%).

Reference： [1]Patent: WO2005/105761,2005,A1 .Location in patent: Page/Page column 36
[2]Journal of Medicinal Chemistry,2017,vol. 60,p. 5099 - 5119
[3]Patent: WO2015/38417,2015,A1 .Location in patent: Page/Page column 94; 95
[4]Patent: CN108690043,2018,A .Location in patent: Paragraph 0262; 0266-0267
[5]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

3
[ 455-88-9 ]
[ 112900-82-0 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360
[2]Patent: WO2015/38417,2015,A1
[3]Journal of Medicinal Chemistry,2017,vol. 60,p. 5099 - 5119
[4]Patent: WO2005/105761,2005,A1

4
[ 112900-82-0 ]
[ 1027534-10-6 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

5
[ 112900-82-0 ]
[ 1026410-10-5 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

6
[ 112900-82-0 ]
[ 1027386-00-0 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

7
[ 112900-82-0 ]
[ 1027184-22-0 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

8
[ 112900-82-0 ]
[(S)-3-(3-Methyl-4-morpholin-4-yl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-thiourea [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 353 - 360

9
[ 98556-31-1 ]
[ 112900-82-0 ]
(6-iodo-quinazolin-4-yl)-(3-methyl-4-morpholin-4-yl-phenyl)-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile;Heating / reflux;	Step 3: A suspension of 4-chloro-6-iodo-quinazoline (300mg) and 3-methyl-4- morpholin-4-yl-phenylamine (240mg) in acetonitrile (4ml) was heated at reflux overnight, during which a precipitate developed. The reaction was cooled and the precipitate filtered off. This was washed with 1M sodium hydroxide solution and water before being air dried to give (6-iodo-quinazolin-4-yl)-(3-methyl-4-morpholin-4-yl- phenyl)-amine. LC/MS: RT - 2.81, MHl (at) 447; 8 (DMSO) 9.82 (lH, s); 9.03 (lH, d, J 1.9Hz); 8.59 (1H, s) ; 8.12 (1H, dd, J 8.8Hz, 1.9Hz); 7.60-7.70 (2H, m) ; 7.58 (lH, d, J 8.8Hz) ; 7.09 (1H, d, J 8.8Hz); 3.78 (4H, t, J 4.lHz); 2.87 (4H, t, J 4.lHz); 2.32 (3H, s)

Reference： [1]Patent: WO2005/105761,2005,A1 .Location in patent: Page/Page column 36

10
[ 5781-53-3 ]
[ 112900-82-0 ]
[ 892491-35-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 3873 - 3878

11
[ 112900-82-0 ]
[ 892491-51-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 3873 - 3878

12
[ 112900-82-0 ]
5-[(2-fluorophenyl)amino]-N-[3-methyl-4-(4-morpholinyl)phenyl]-1,3,4-oxadiazole-2-carboxamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 3873 - 3878

13
C₂₀H₁₄FN₃O₂ [ No CAS ]
[ 112900-82-0 ]
[ 1431522-32-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 2683 - 2687

14
C₂₀H₁₄ClN₃O₂ [ No CAS ]
[ 112900-82-0 ]
[ 1431522-31-4 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 2683 - 2687

Yield	Reaction Conditions	Operation in experiment
	With palladium 10% on activated carbon; hydrogen; In ethanol; at 20℃;	General procedure: A suspension of 1-(4-nitro-phenyl)-piperidin-4-ol (1.020 g, 4.59 mmol) and 10% Pd- C (0.130 g) in ethanol (25 mL) was hydrogenated (balloon) overnight at rt. The catalyst was removed by filtration and washed with ethanol. The combined filtrate was concentrated in vacuo and the residue dried further in vacuo to give 0.706 g 1-(4-amino- phenyl)-piperidin-4-ol. MS (MH+): 193

16
[ 1885-14-9 ]
[ 112900-82-0 ]
C₁₈H₂₀N₂O₃ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 5099 - 5119

17
[ 112900-82-0 ]
N-(3-methyl-4-(morpholin-4-yl)phenyl)-N'-(4-(3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 5099 - 5119

18
C₂₃H₂₈FN₅O₆S [ No CAS ]
[ 112900-82-0 ]
C₃₃H₄₀FN₇O₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2018,vol. 61,p. 2353 - 2371

19
[ 112900-82-0 ]
(3-methyl-4-morpholin-4-yl-phenyl)-(6-thiophen-2-yl-quinazolin-4-yl)-amine [ No CAS ]

Reference： [1]Patent: WO2005/105761,2005,A1

20
[ 112900-82-0 ]
2-ethyl-3,7-dimethyl-6-(morpholin-4-yl)quinolin-4-yl acetate [ No CAS ]

Reference： [1]Patent: CN108690043,2018,A

21
[ 121811-29-8 ]
[ 112900-82-0 ]
2-ethyl-3,7-dimethyl-6-morpholinquinoline-4(1H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With acetic acid; In toluene; at 120℃; for 18.0h;Inert atmosphere;	<strong>[112900-82-0]3-methyl-4-morpholinaniline</strong> (1.93 g, 10.05 mmol), ethyl 2-methyl-3-oxopentanoate under nitrogen(3.68g, 20.10mmol), glacial acetic acid (0.2g) and toluene (30mL) were added to a 100mL single-mouth bottle with a water separator, plusHeat to 120 C, reflux water for 18 hours, concentrated to remove toluene under reduced pressure to give a brown oil. Add diphenyl ether (15mL), addHeat to 255 C, stir for 30 minutes, the reaction was cooled to room temperature, slowly add petroleum ether (30 mL), solid precipitated, filtered, filteredThe cake was washed with EtOAc (EtOAc/EtOAc (EtOAc)1.52 g, yield: 53%).

Reference： [1]Patent: CN108690043,2018,A .Location in patent: Paragraph 0262; 0268-0269

22
[ 112900-82-0 ]
2-((3-methyl-4-morpholinophenyl)amino)acetic acid [ No CAS ]

Reference： [1]Patent: WO2019/241274,2019,A1

23
[ 112900-82-0 ]
N-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)methyl)-2-((3-methyl-4-morpholinophenyl)amino)acetamide [ No CAS ]

Reference： [1]Patent: WO2019/241274,2019,A1

24
[ 5292-43-3 ]
[ 112900-82-0 ]
tert-butyl 2-((3-methyl-4-morpholinophenyl)amino)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
58%	With potassium carbonate; In acetone;Reflux;	[0192] A mixture of <strong>[112900-82-0]3-methyl-4-morpholinoaniline</strong> (500 mg, 2.6 mmol), /er/-butyl 2- bromoacetate (431 mg, 3.1 mmol), and K2CO3 (718 mg, 5.2 mmol) in acetone (10 mL) was heated at reflux overnight. After filtration and concentration, the residue was purified using silica gel eluting with PE/EA (2: 1) to give /er/-butyl 2-((3-methyl-4-morpholinophenyl)amino)acetate (461 mg, 58% yield) as an oil. MS (ESI) m/z 307 [M+H]+.

Reference： [1]Patent: WO2019/241274,2019,A1 .Location in patent: Paragraph 0192

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Ghs Precautionary Statements

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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
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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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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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

[ CAS No. 112900-82-0 ] {[proInfo.proName]}

Quality Control of [ 112900-82-0 ]

Related Doc. of [ 112900-82-0 ]

Product Details of [ 112900-82-0 ]

Calculated chemistry of [ 112900-82-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 112900-82-0 ]

Application In Synthesis of [ 112900-82-0 ]

[ 112900-82-0 ] Synthesis Path-Upstream 1~2

[ 112900-82-0 ] Synthesis Path-Downstream 1~24

Related Functional Groups of [ 112900-82-0 ]

Aryls

Amines

Related Parent Nucleus of [ 112900-82-0 ]

Morpholines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 112900-82-0 ]

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[ 112900-82-0 ]