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41838-46-4 Usage

Chemical Properties

Clear colorless to yellow liquid

Check Digit Verification of cas no

The CAS Registry Mumber 41838-46-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,8,3 and 8 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 41838-46:
(7*4)+(6*1)+(5*8)+(4*3)+(3*8)+(2*4)+(1*6)=124
124 % 10 = 4
So 41838-46-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H14N2/c1-8-4-2-6(7)3-5-8/h6H,2-5,7H2,1H3/p+2

41838-46-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Amino-1-methylpiperidine

1.2 Other means of identification

Product number -
Other names 1-methyl-4-amino-piperidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:41838-46-4 SDS

41838-46-4Synthetic route

1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With ammonium formate; palladium on carbon In methanol100%
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;75%
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;37%
1-methylpiperidin-4-one hydrochloride
34737-83-2

1-methylpiperidin-4-one hydrochloride

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Stage #1: 1-methylpiperidin-4-one hydrochloride With ammonium acetate In methanol for 0.166667h;
Stage #2: With sodium cyanoborohydride In methanol for 1h;
88%
With ammonium acetate; sodium cyanoborohydride In methanol for 1.16667h;88%
C6H12N2

C6H12N2

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With sodium tetrahydroborate at 5℃; for 12h; Reflux; Large scale;85.3%
N-((4-methylphenyl)methyl)-N-(1-piperidin-4-yl)-4-chlorophenylacetamide
359878-09-4

N-((4-methylphenyl)methyl)-N-(1-piperidin-4-yl)-4-chlorophenylacetamide

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With formic acid; palladium 10% on activated carbon In methanol for 24h; Heating / reflux;51%
4-(4-methoxybenzylamino)-1-methylpiperidine
359878-55-0

4-(4-methoxybenzylamino)-1-methylpiperidine

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With formic acid; palladium 10% on activated carbon In methanol for 24h; Inert atmosphere; Reflux;51%
1-methyl-piperidin-4-one oxime ; hydrochloride
84540-61-4

1-methyl-piperidin-4-one oxime ; hydrochloride

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With ethanol; sodium Heating;50%
1-methyl-4-piperidinone oxime
1515-27-1

1-methyl-4-piperidinone oxime

ethanol
64-17-5

ethanol

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With sodium
1-methyl-4-piperidinone oxime
1515-27-1

1-methyl-4-piperidinone oxime

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With i-Amyl alcohol; sodium
N-(1-methyl-[4]piperidyl)-acetamide
145344-76-9

N-(1-methyl-[4]piperidyl)-acetamide

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With hydrogenchloride
1-methylpiperidine-4-carboxamide
62718-28-9

1-methylpiperidine-4-carboxamide

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With potassium hydroxide; bromine
1-methyl-4-oxo-piperidine-3-carboxylic acid methyl ester
13221-89-1, 56026-45-0

1-methyl-4-oxo-piperidine-3-carboxylic acid methyl ester

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water; hydrochloric acid
3: isopentyl alcohol; sodium
View Scheme
1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

NH4 OAc

NH4 OAc

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
With hydrogenchloride; NaCNBH3; silica gel In methanol; diethyl ether3.88 g (88%)
With hydrogenchloride; NaCNBH3; silica gel In methanol; diethyl ether3.88 g (88%)
4-chlorocarbonyl-4,9-dihydro-1-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
118306-22-2

4-chlorocarbonyl-4,9-dihydro-1-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

A

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

B

4,9-dihydro-1-methyl-4-{[(1-methyl-4-piperidinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

4,9-dihydro-1-methyl-4-{[(1-methyl-4-piperidinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

4-(chlorocarbonyl)-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
118306-21-1

4-(chlorocarbonyl)-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

A

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

B

4,9-Dihydro-3-methyl-4-{[(1-methyl-4-piperidinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

4,9-Dihydro-3-methyl-4-{[(1-methyl-4-piperidinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

4-(chlorocarbonyl)-4,9-dihydro-1,3-dimethyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
118306-23-3

4-(chlorocarbonyl)-4,9-dihydro-1,3-dimethyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

A

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

B

4,9-dihydro-1,3-dimethyl-4-{[(1-methyl-4-piperidinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

4,9-dihydro-1,3-dimethyl-4-{[(1-methyl-4-piperidinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

1-(trifluoroacetyl)-4-piperidone
65220-86-2

1-(trifluoroacetyl)-4-piperidone

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium cyanoborohydride; acetic acid / methanol / 20 h / pH ~ 5
1.2: pH ~ 10
2.1: triethylamine / dichloromethane / 0.17 h / 0 °C
2.2: 1.25 h / 0 °C
3.1: potassium carbonate / methanol / 24 h / 40 °C
4.1: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
4-(4-methylbenzylamino)-1-(trifluoroacetyl)piperidine
359878-15-2

4-(4-methylbenzylamino)-1-(trifluoroacetyl)piperidine

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 0.17 h / 0 °C
1.2: 1.25 h / 0 °C
2.1: potassium carbonate / methanol / 24 h / 40 °C
3.1: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
2-(4-chlorophenyl)-N-(4-methylbenzyl)-N-(1-trifluoroacetylpiperidin-4-yl)acetamide
359879-83-7

2-(4-chlorophenyl)-N-(4-methylbenzyl)-N-(1-trifluoroacetylpiperidin-4-yl)acetamide

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / methanol / 24 h / 40 °C
2: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
tert-butyl 4-((4-methylphenyl)methyl)aminopiperidine carboxylate
359877-52-4

tert-butyl 4-((4-methylphenyl)methyl)aminopiperidine carboxylate

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C
1.2: 2 h
2.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 2 h / 20 °C
3.1: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
C26H33ClN2O3

C26H33ClN2O3

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane; diethyl ether / 2 h / 20 °C
2: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
4-piperidone hydrochloride
41979-39-9

4-piperidone hydrochloride

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / 0.17 h / 0 °C
1.2: 2 h / 20 °C
2.1: sodium cyanoborohydride; acetic acid / methanol / 20 h / pH ~ 5
2.2: pH ~ 10
3.1: triethylamine / dichloromethane / 0.17 h / 0 °C
3.2: 1.25 h / 0 °C
4.1: potassium carbonate / methanol / 24 h / 40 °C
5.1: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium cyanoborohydride; acetic acid / methanol / 20 h / 20 °C
1.2: 1 h
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C
2.2: 2 h
3.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 2 h / 20 °C
4.1: formic acid / palladium 10% on activated carbon / methanol / 24 h / Heating / reflux
View Scheme
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

2‐fluoro‐5‐methoxy‐4‐nitrobenzoic acid
1001345-80-7

2‐fluoro‐5‐methoxy‐4‐nitrobenzoic acid

2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide
1001345-79-4

2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In ISOPROPYLAMIDE at 18 - 25℃; for 1h;100%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl acetamide at 18 - 25℃; for 1h;100%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

4-amino-3-fluorobenzoic acid
455-87-8

4-amino-3-fluorobenzoic acid

4-amino-3-fluoro-N-(1-methylpiperidin-4-yl)benzamide
1001345-97-6

4-amino-3-fluoro-N-(1-methylpiperidin-4-yl)benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 18 - 25℃; for 18h;100%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl acetamide at 18 - 25℃; for 18h;100%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

2-fluoro-4-bromobenzoic acid
112704-79-7

2-fluoro-4-bromobenzoic acid

4-bromo-2-fluoro-N-(1-methylpiperidin-4-yl)benzamide
893420-55-8

4-bromo-2-fluoro-N-(1-methylpiperidin-4-yl)benzamide

Conditions
ConditionsYield
Stage #1: 4-Amino-1-methylpiperidine; 2-fluoro-4-bromobenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1.5h;
Stage #2: With sodium hydroxide In water at 20℃;
100%
With triethylamine; HATU In N,N-dimethyl-formamide
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

7-(benzyloxy)-2,4-dichloro-6-methoxyquinazoline
60771-18-8

7-(benzyloxy)-2,4-dichloro-6-methoxyquinazoline

7-(benzyloxy)-2-chloro-6-methoxy-N-(1-methylpiperidin-4-yl)quinazolin-4-amine
1197196-50-1

7-(benzyloxy)-2-chloro-6-methoxy-N-(1-methylpiperidin-4-yl)quinazolin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;100%
at 20℃;
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid
1367870-32-3

5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid

5-amino-4-methyl-N-(1-methylpiperidin-4-yl)-1-phenyl-1H-pyrazole-3-carboxamide
1610455-25-8

5-amino-4-methyl-N-(1-methylpiperidin-4-yl)-1-phenyl-1H-pyrazole-3-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 5.5h;100%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

4-(7-bromo-2,6-dichloro-8-fluoroquinazolin-4-yl)piperazine-1-carboxylic acid tert-butyl ester

4-(7-bromo-2,6-dichloro-8-fluoroquinazolin-4-yl)piperazine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(7-bromo-6-chloro-8-fluoro-2-((1-methylpiperidin-yl)amino)quinazolin-4-yl)piperazine-1-carboxylate

tert-butyl 4-(7-bromo-6-chloro-8-fluoro-2-((1-methylpiperidin-yl)amino)quinazolin-4-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With potassium fluoride In dimethyl sulfoxide at 120℃; for 1h;100%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

N-(5-bromo-4-chloropyridin-2-yl)pivalamide
1137477-51-0

N-(5-bromo-4-chloropyridin-2-yl)pivalamide

N-(5-bromo-4-(1-methylpiperidin-4-ylamino)pyridin-2-yl)pivalamide
1137477-53-2

N-(5-bromo-4-(1-methylpiperidin-4-ylamino)pyridin-2-yl)pivalamide

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 220℃; for 3h; Microwave irradiation;99%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

1-bromo-3-nitro-5-(trifluoromethyl)benzene
630125-49-4

1-bromo-3-nitro-5-(trifluoromethyl)benzene

1-methyl-N-[3-nitro-5-(trifluoromethyl)phenyl]piperidin-4-amine
1529769-59-2

1-methyl-N-[3-nitro-5-(trifluoromethyl)phenyl]piperidin-4-amine

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 120℃; Inert atmosphere;99%
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 120℃; Inert atmosphere;99%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

4-Bromo-1-fluoro-2-nitrobenzene
364-73-8

4-Bromo-1-fluoro-2-nitrobenzene

N-(4-bromo-2-nitrophenyl)-1-methylpiperidin-4-amine

N-(4-bromo-2-nitrophenyl)-1-methylpiperidin-4-amine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;99%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

6-bromo-4-chloro-3-quinolinecarbonitrile
364793-54-4

6-bromo-4-chloro-3-quinolinecarbonitrile

6-bromo-4-[(1-methylpiperidin-4-yl)amino]quinoline-3-carbonitrile

6-bromo-4-[(1-methylpiperidin-4-yl)amino]quinoline-3-carbonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 100℃; for 0.5h; Microwave irradiation;99%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

2-(4-isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(4-isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

N-(1-methyl-piperidin-4-yl)-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)-phenyl]-urea
879486-87-0

N-(1-methyl-piperidin-4-yl)-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)-phenyl]-urea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 5h;98%
In 1,2-dimethoxyethane
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3-methyl-4-nitrobenzoic acid
3113-71-1

3-methyl-4-nitrobenzoic acid

3-methyl-N-(1-methyl-4-piperidyI)-4-nitro-benzamide
1001345-96-5

3-methyl-N-(1-methyl-4-piperidyI)-4-nitro-benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 18 - 25℃; for 18h;98%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3-chloro-5-hydroxybenzaldehyde
1829-33-0

3-chloro-5-hydroxybenzaldehyde

3-chloro-5-{[(1-methylpiperidin-4-yl)amino]methyl}phenol

3-chloro-5-{[(1-methylpiperidin-4-yl)amino]methyl}phenol

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 18.5h;97%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

N-(1-methyl-piperidin-4-yl)-benzene-1,2-diamine
600725-12-0

N-(1-methyl-piperidin-4-yl)-benzene-1,2-diamine

Conditions
ConditionsYield
96%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

5-(1,1-difluoroethyl)-2-methyl-2H-pyrazole-3-carboxylic acid
1024599-54-9

5-(1,1-difluoroethyl)-2-methyl-2H-pyrazole-3-carboxylic acid

C13H20F2N4O

C13H20F2N4O

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In 1-methyl-pyrrolidin-2-one at 90℃; for 0.166667h; Microwave irradiation;96%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3-(cyclopentyloxy)-4-nitrobenzoic acid

3-(cyclopentyloxy)-4-nitrobenzoic acid

3-(cyclopentyloxy)-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

3-(cyclopentyloxy)-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;96%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

methyl 2-isothiocyanatobenzoate
16024-82-1

methyl 2-isothiocyanatobenzoate

3-(1-methyl-4-piperidyl)-2-thioxo-1H-quinazolin-4-one

3-(1-methyl-4-piperidyl)-2-thioxo-1H-quinazolin-4-one

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 150℃; for 0.75h; Microwave irradiation;96%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

2-Fluoro-5-nitrobenzotrifluoride
400-74-8

2-Fluoro-5-nitrobenzotrifluoride

(1-methyl-piperidin-4-yl)-(4-nitro-2-trifluoromethyl-phenyl)-amine
1183289-25-9

(1-methyl-piperidin-4-yl)-(4-nitro-2-trifluoromethyl-phenyl)-amine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 4h;95%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

5-bromo-2-methoxypyridine-3-carboxaldehyde
103058-87-3

5-bromo-2-methoxypyridine-3-carboxaldehyde

N-((5-bromo-2-methoxypyridin-3-yl)methyl)-1-methylpiperidin-4-amine

N-((5-bromo-2-methoxypyridin-3-yl)methyl)-1-methylpiperidin-4-amine

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 22h;94%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3-fluoro-4-nitrobenzoic acid
403-21-4

3-fluoro-4-nitrobenzoic acid

3-fluoro-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

3-fluoro-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;94%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3,4,5-Trimethoxybenzoyl chloride
4521-61-3

3,4,5-Trimethoxybenzoyl chloride

3,4,5-Trimethoxy-N-(1-methyl-piperidin-4-yl)-benzamide

3,4,5-Trimethoxy-N-(1-methyl-piperidin-4-yl)-benzamide

Conditions
ConditionsYield
In benzene Ambient temperature;93%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid

4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid

4-bromo-N-(1-methylpiperidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxamide

4-bromo-N-(1-methylpiperidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Inert atmosphere;92.4%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

N-(1-methyl-[4]piperidyl)-p-toluamide

N-(1-methyl-[4]piperidyl)-p-toluamide

Conditions
ConditionsYield
In benzene Ambient temperature;92%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

2-chloro-6,7-dimethoxy-3H-quinazolin-4-one
27631-29-4

2-chloro-6,7-dimethoxy-3H-quinazolin-4-one

2-chloro-6,7-dimethoxy-N-(1-methylpiperidin-4-yl)quinazolin-4-amine
1197196-66-9

2-chloro-6,7-dimethoxy-N-(1-methylpiperidin-4-yl)quinazolin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;92%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;92%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;90%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

N-(1-methylpiperidin-4-yl)-4-nitrobenzamide
210643-97-3

N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;92%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;17.39%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 35℃; for 4h;
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3‐{[8‐(1‐methyl‐1H‐indol‐6‐yl)quinoxalin‐6‐yl]amino}pyridine‐4‐carboxylic acid

3‐{[8‐(1‐methyl‐1H‐indol‐6‐yl)quinoxalin‐6‐yl]amino}pyridine‐4‐carboxylic acid

3‐{[8‐(1‐methyl‐1H‐indol‐6‐yl)quinoxalin‐6‐yl]amino}‐N‐(1‐methylpiperidin‐4‐yl)pyridine‐4‐carboxamide

3‐{[8‐(1‐methyl‐1H‐indol‐6‐yl)quinoxalin‐6‐yl]amino}‐N‐(1‐methylpiperidin‐4‐yl)pyridine‐4‐carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In 1,4-dioxane at 20℃; for 24h;92%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In 1,4-dioxane at 20℃; for 24h; Inert atmosphere;92%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

ethyl 4-chloro-3-nitrobenzoate
16588-16-2

ethyl 4-chloro-3-nitrobenzoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 70℃; for 16h;92%
1-methyl-4-aminopiperidine

1-methyl-4-aminopiperidine

cyclohexanylcarbonyl chloride
2719-27-9

cyclohexanylcarbonyl chloride

Cyclohexanecarboxylic acid (1-methyl-piperidin-4-yl)-amide

Cyclohexanecarboxylic acid (1-methyl-piperidin-4-yl)-amide

Conditions
ConditionsYield
In benzene Ambient temperature;91%
1-methyl-4-aminopiperidine
41838-46-4

1-methyl-4-aminopiperidine

3',4',5'-trimethoxycinnamoyl chloride
10263-19-1

3',4',5'-trimethoxycinnamoyl chloride

(E)-N-(1-Methyl-piperidin-4-yl)-3-(3,4,5-trimethoxy-phenyl)-acrylamide

(E)-N-(1-Methyl-piperidin-4-yl)-3-(3,4,5-trimethoxy-phenyl)-acrylamide

Conditions
ConditionsYield
In benzene Ambient temperature;91%

41838-46-4Relevant articles and documents

DNA threading bis(9-aminoacridine-4-carboxamides): Effects of piperidine sidechains on DNA binding, cytotoxicity and cell cycle arrest

He, Zhicong,Bu, Xianyong,Eleftheriou, Alexandra,Zihlif, Malik,Qing, Zhang,Stewart, Bernard W.,Wakelin, Laurence P.G.

, p. 4390 - 4400 (2008)

We describe the synthesis of a series of DNA-threading bis(9-aminoacridine-4-carboxamides) comprising ethylpiperidino and N-methylpiperidin-4-yl sidechains, joined via neutral flexible alkyl chains, charged flexible polyamine chains and a semi-rigid charged piperazine linker. Their cytotoxicity towards human leukaemic cells gives IC50 values ranging from 99 to 1100 nM, with the ethylpiperidino series generally being more cytotoxic than the N-methylpiperidin-4-yl series. Measurements with supercoiled DNA indicate that they bisintercalate.

OMEGA-AMINOALKYLAMIDES OF (R)-2-ARYL-PROPIONIC ACIDS AS INHIBITORS OF THE CHEMOTAXIS OF POLYMORPHONUCLEATE AND MONONUCLEATE CELLS

-

Paragraph 0112, (2016/08/23)

no abstract published

2, 4 -DIAMINOPYRIMIDINE DERIVATIVES AS PROTEIN KINASE INHIBITORS

-

Page/Page column 137, (2012/05/20)

The present invention relates to novel pyrimide derivatives of formula (I): that are useful as kinase inhibitors. More particularly, the present invention relates to novel pyrimidine compounds, methods for their preparation, pharmaceutical compositions containing these compounds and uses of these compounds in the treatment of proliferative disorders.

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