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6053-81-2

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6053-81-2 Usage

General Description

Cyclopentanemethylamine, also known as CPA, is a chemical compound with the molecular formula C6H11N. It is a colorless liquid with a fishy odor and is used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various chemicals and compounds. It is also used as an intermediate in the production of pharmaceutical drugs such as antihistamines and local anesthetics. Additionally, it can be used as a corrosion inhibitor and as an additive in fuel and oil. Cyclopentanemethylamine is considered to be a hazardous chemical and should be handled and stored with care in a controlled environment to prevent any potential hazards.

Check Digit Verification of cas no

The CAS Registry Mumber 6053-81-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,0,5 and 3 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 6053-81:
(6*6)+(5*0)+(4*5)+(3*3)+(2*8)+(1*1)=82
82 % 10 = 2
So 6053-81-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H13N/c7-5-6-3-1-2-4-6/h6H,1-5,7H2

6053-81-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclopentylmethanamine

1.2 Other means of identification

Product number -
Other names cyclopentanemethanamine

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:6053-81-2 SDS

6053-81-2Synthetic route

t-butyloxycarbonyl anhydride

t-butyloxycarbonyl anhydride

sodium cyanoborohydride (NaBH3CN)

sodium cyanoborohydride (NaBH3CN)

cyclopentanone
120-92-3

cyclopentanone

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; methylamine hydrochloride In 1,4-dioxane; methanol; HCl-dioxane; water90.5%
cyclopentanecarbonitrile
4254-02-8

cyclopentanecarbonitrile

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With sodium sulfate84%
With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave;77%
With borane-THF In tetrahydrofuran for 18h; Heating;54%
2-cyclopentylacetyl chloride
1122-99-2

2-cyclopentylacetyl chloride

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With sodium azide; benzene anschliessendes Erwaermen mit wss.HCl;
2-cyclopentylacetamide
933-04-0

2-cyclopentylacetamide

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With bromine
2-cyclopentylacetic acid
1123-00-8

2-cyclopentylacetic acid

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With hydrogen azide; chloroform
cyclopentylamide
3217-94-5

cyclopentylamide

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride
cyclopentanecarboxylic acid
3400-45-1

cyclopentanecarboxylic acid

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) SOCl2, (ii) aq. NH3
2: LiAlH4
View Scheme
cyclopentanealdehyde
872-53-7

cyclopentanealdehyde

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; hydroxylamine hydrochloride / ethanol / Reflux
2: palladium dichloride / ethanol / 3102.97 Torr
View Scheme
cyclopentanecarbaldehyde oxime
70341-45-6

cyclopentanecarbaldehyde oxime

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Conditions
ConditionsYield
With palladium dichloride In ethanol under 3102.97 Torr;
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2-isocyanatopyridine
4737-19-3

2-isocyanatopyridine

C12H17N3O

C12H17N3O

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;95.2%
4-chloro-2-(4-methanesulfonylphenyl)-6-trifluoromethylpyrimidine
1018481-30-5

4-chloro-2-(4-methanesulfonylphenyl)-6-trifluoromethylpyrimidine

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

C18H20F3N3O2S
1018480-53-9

C18H20F3N3O2S

Conditions
ConditionsYield
With triethylamine95%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

C29H23Cl2FN6O2

C29H23Cl2FN6O2

3-{1-[8-(2-chlorophenyl)-9-(4-chlorophenyl)-9H-purin-6-yl]-piperidin-4-yl}-1-(cyclopentylmethyl)urea

3-{1-[8-(2-chlorophenyl)-9-(4-chlorophenyl)-9H-purin-6-yl]-piperidin-4-yl}-1-(cyclopentylmethyl)urea

Conditions
ConditionsYield
In 1,4-dioxane for 20h;95%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

methyl 4-<(5-carboxyindol-3-yl)methyl>-3-methoxybenzoate
145889-27-6

methyl 4-<(5-carboxyindol-3-yl)methyl>-3-methoxybenzoate

methyl 4-<<5-indol-3-yl>methyl>-3-methoxybenzoate
110707-74-9

methyl 4-<<5-indol-3-yl>methyl>-3-methoxybenzoate

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 48h; Ambient temperature;93%
5-(3,5-dimethylphenoxy)pentanoic acid
87411-40-3

5-(3,5-dimethylphenoxy)pentanoic acid

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

C19H29NO2

C19H29NO2

Conditions
ConditionsYield
Stage #1: 5-(3,5-dimethylphenoxy)pentanoic acid With oxalyl dichloride In dichloromethane at 0℃; for 90h;
Stage #2: cyclopentylmethylamine With triethylamine In tetrahydrofuran for 1h;
92%
N-(4-fluoro-3-nitrophenyl)-N-methylbenzenesulfonamide
849350-75-0

N-(4-fluoro-3-nitrophenyl)-N-methylbenzenesulfonamide

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

N-{4-[(cyclopentylmethyl)amino]-3-nitrophenyl}-N-methylbenzenesulfonamide

N-{4-[(cyclopentylmethyl)amino]-3-nitrophenyl}-N-methylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In ethanol at 75℃; for 5h;91%
With triethylamine In ethanol at 75℃; for 5h;91%
With triethylamine In ethanol Reflux;
Indole-6-carboxylic acid
1670-82-2

Indole-6-carboxylic acid

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

6-indole
104447-78-1

6-indole

Conditions
ConditionsYield
In dichloromethane91%
In dichloromethane91%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2,6-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine
20419-68-5

2,6-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

C16H22ClN5O

C16H22ClN5O

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20 - 50℃; for 12h; Reflux;90%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

(+/-)-(1S,3S)-3-((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-(trifluoromethyl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid isopropyl ester

(+/-)-(1S,3S)-3-((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-(trifluoromethyl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid isopropyl ester

(+/-)-(1S,3S)-3-((6-(5-((((cyclopentyloxy)carbonyl)amino)methyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-(trifluoromethyl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid isopropyl ester

(+/-)-(1S,3S)-3-((6-(5-((((cyclopentyloxy)carbonyl)amino)methyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-(trifluoromethyl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid isopropyl ester

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; cyclopentylmethylamine With triethylamine In tetrahydrofuran at 0℃; for 1h;
Stage #2: (+/-)-(1S,3S)-3-((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-(trifluoromethyl)pyridin-3-yl)oxy)cyclohexane-1-carboxylic acid isopropyl ester In tetrahydrofuran at 10 - 30℃; for 16h;
85%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

4-acetylisoquinolin-1(2H)-one
87275-00-1

4-acetylisoquinolin-1(2H)-one

4-(1-((cyclopentylmethyl)amino)ethyl)isoquinolin-1(2H)-one

4-(1-((cyclopentylmethyl)amino)ethyl)isoquinolin-1(2H)-one

Conditions
ConditionsYield
Stage #1: cyclopentylmethylamine; 4-acetylisoquinolin-1(2H)-one With titanium(IV) isopropylate In tetrahydrofuran at 90℃; for 16h; Inert atmosphere;
Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 1h;
82%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2-(indol-6-yl)acetic acid
39689-58-2

2-(indol-6-yl)acetic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

N-cyclopentylmethylindole-6-acetamide
119160-62-2

N-cyclopentylmethylindole-6-acetamide

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide81%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

6-chloropurine
87-42-3

6-chloropurine

N-(cyclopentylmethyl)-9H-purin-6-amine

N-(cyclopentylmethyl)-9H-purin-6-amine

Conditions
ConditionsYield
With triethylamine In propan-1-ol for 5h; Reflux;81%
1H-Indole-5-carboxylic acid
1670-81-1

1H-Indole-5-carboxylic acid

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

5-indole
110707-71-6

5-indole

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 12h;80%
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 48h; Ambient temperature;73%
2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
950661-87-7

2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

C19H28ClN5OSi

C19H28ClN5OSi

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol at 80℃; for 12h;78.1%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2-azido 5-chlorobenzaldehyde
916664-23-8

2-azido 5-chlorobenzaldehyde

2-fluoro-3-oxohexanoic acid ethyl ester
76435-44-4

2-fluoro-3-oxohexanoic acid ethyl ester

ethyl 6-chloro-4-((cyclopentylmethyl)amino)-2-propylquinoline-3-carboxylate

ethyl 6-chloro-4-((cyclopentylmethyl)amino)-2-propylquinoline-3-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In acetonitrile at 100℃; for 12h;72%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

[3-amino-2,4-dihydroxyphenyl]phenylmethanone
87119-03-7

[3-amino-2,4-dihydroxyphenyl]phenylmethanone

C25H30N2O3
437717-31-2

C25H30N2O3

Conditions
ConditionsYield
In methanol at 25℃; Electrolysis;70%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2-amino-4-benzoyl-3-hydroxy-phenol anion

2-amino-4-benzoyl-3-hydroxy-phenol anion

A

C25H30N2O3
437717-31-2

C25H30N2O3

B

C19H19NO4

C19H19NO4

Conditions
ConditionsYield
With tetraethylammonium perchlorate In methanol at 20℃; Electrochemical reaction;A 70%
B 4%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

(3S*,4S*)-1-(tert-butoxycarbonyl)-4-(dibenzylamino)piperidine-3-carboxylic acid

(3S*,4S*)-1-(tert-butoxycarbonyl)-4-(dibenzylamino)piperidine-3-carboxylic acid

(3R*,4R*)-tert-butyl 3-((cyclopentylmethyl)carbamoyl)-4-(dibenzylamino)piperidine-1-carboxylate

(3R*,4R*)-tert-butyl 3-((cyclopentylmethyl)carbamoyl)-4-(dibenzylamino)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (3S*,4S*)-1-(tert-butoxycarbonyl)-4-(dibenzylamino)piperidine-3-carboxylic acid 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 N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: cyclopentylmethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
68%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

C10H17NO3

C10H17NO3

Conditions
ConditionsYield
Stage #1: cyclopentylmethylamine With triethylamine In dichloromethane at 10℃; for 0.5h;
Stage #2: Ethyl oxalyl chloride In dichloromethane at 10℃; for 15h;
65%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

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

4-Bromo-1-fluoro-2-nitrobenzene

4-bromo-N-(cyclopentylmethyl)-2-nitroaniline

4-bromo-N-(cyclopentylmethyl)-2-nitroaniline

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;59%
4-dimethylamino-5-(dimethylaminomethyleneamino)thieno[8,9-b]pyridine-6-carboxylic acid methyl ester

4-dimethylamino-5-(dimethylaminomethyleneamino)thieno[8,9-b]pyridine-6-carboxylic acid methyl ester

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

3-Cyclopentylmethyl-9-dimethylamino-3H-pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4-one

3-Cyclopentylmethyl-9-dimethylamino-3H-pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 130℃;54%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2,2,2-trifluoroethyl benzimidate hydrochloride

2,2,2-trifluoroethyl benzimidate hydrochloride

N-(cyclopentylmethyl)benzimidamide
1341307-85-4

N-(cyclopentylmethyl)benzimidamide

Conditions
ConditionsYield
In ethanol at 40℃; for 21h;54%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

3-amino-4-ethynylisothiazole-5-carboxylic acid

3-amino-4-ethynylisothiazole-5-carboxylic acid

3-amino-N-(cyclopentylmethyl)-4-ethynyl-isothiazole-5-carboxamide

3-amino-N-(cyclopentylmethyl)-4-ethynyl-isothiazole-5-carboxamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In tetrahydrofuran at 55℃; for 2h;49%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In tetrahydrofuran at 55℃; for 2h;49%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

4-((5-carbamoyl-4-chloropyrimidin-2-yl)amino)phenyl methanesulfonate

4-((5-carbamoyl-4-chloropyrimidin-2-yl)amino)phenyl methanesulfonate

4-((5-carbamoyl-4-((cyclopentylmethyl)amino)pyrimidin-2-yl)amino)phenyl methanesulfonate
1430096-85-7

4-((5-carbamoyl-4-((cyclopentylmethyl)amino)pyrimidin-2-yl)amino)phenyl methanesulfonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane for 6h; Heating;48.2%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

2-fluoro-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)benzonitrile

2-fluoro-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)benzonitrile

2-[(cyclopentylmethyl)amino]-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)benzamide

2-[(cyclopentylmethyl)amino]-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)benzamide

Conditions
ConditionsYield
Stage #1: cyclopentylmethylamine; 2-fluoro-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)benzonitrile With pyridine at 140℃; for 2h; Microwave irradiation;
Stage #2: With dihydrogen peroxide; potassium carbonate In water; dimethyl sulfoxide at 50℃; for 5h;
44%
Indole-6-carboxylic acid
1670-82-2

Indole-6-carboxylic acid

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

6-indole
104447-78-1

6-indole

Conditions
ConditionsYield
42%
With 1,1'-carbonyldiimidazole 1.) CH2Cl2, reflux, 30 min, 2.) CH2Cl2, reflux, 30 min; Yield given. Multistep reaction;
methanesulfonic acid 2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-2-methyl-phenoxy}-ethyl ester
690266-28-5

methanesulfonic acid 2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-2-methyl-phenoxy}-ethyl ester

cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

(2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-2-methyl-phenoxy}-ethyl)-cyclopentylmethyl-amine

(2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-2-methyl-phenoxy}-ethyl)-cyclopentylmethyl-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 60℃; for 20h;42%
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 60℃; for 20h;42%
cyclopentylmethylamine
6053-81-2

cyclopentylmethylamine

tert-butyl 1-(2-amino-6(chloromethyl)pyrimidin-4-yl)azetidin-3-yl(methyI)carbamate
1313412-68-8

tert-butyl 1-(2-amino-6(chloromethyl)pyrimidin-4-yl)azetidin-3-yl(methyI)carbamate

C20H34N6O2
1313414-32-2

C20H34N6O2

Conditions
ConditionsYield
In acetonitrile at 75℃; Sealed tube;42%

6053-81-2Relevant articles and documents

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong

, p. 2059 - 2067 (2021/09/02)

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Hydrogenation of Aliphatic and Aromatic Nitriles Using a Defined Ruthenium PNP Pincer Catalyst

Neumann, Jacob,Bornschein, Christoph,Jiao, Haijun,Junge, Kathrin,Beller, Matthias

supporting information, p. 5944 - 5948 (2015/09/22)

Selective catalytic reductions of nitriles are presented using the commercially available Ru-Macho-BH complex. A variety of aliphatic, aromatic and (hetero)cyclic nitriles including industrially important adipodinitrile are hydrogenated to the corresponding primary amines. Modelling suggests the reaction follows an outer sphere hydrogenation mechanism. An efficient and selective catalytic reduction of nitriles is presented using the commercially available Ru-Macho-BH complex. A variety of aliphatic, aromatic and (hetero)cyclic nitriles including the industrially important adipodinitrile are hydrogenated to the corresponding primary amines. The reaction follows an outer-sphere mechanism.

PURINE DERIVATIVES AS IMMUNOMODULATORS

-

Page/Page column 105, (2008/12/08)

The present invention includes novel compounds useful in the treatment of various disorders in particular infectious diseases, cancer, and allergic diseases and other inflammatory conditions for example allergic rhinitis and asthma, and as vaccine adjuvants

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