Product Name

  • Name

    Cyclopentanemethylamine

  • EINECS 227-965-2
  • CAS No. 6053-81-2
  • Article Data18
  • CAS DataBase
  • Density 0.874 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H13N
  • Boiling Point 118.8 °C at 760 mmHg
  • Molecular Weight 99.1759
  • Flash Point 19.5 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 6053-81-2 (Cyclopentanemethylamine)
  • Hazard Symbols
  • Synonyms Cyclopentanemethylamine(6CI,8CI);(Cyclopentylmethyl)amine;1-Cyclopentylmethanamine;Aminomethylcyclopentane;Cyclopentylmethanamine;
  • PSA 26.02000
  • LogP 1.83560

Synthetic 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%
...Expand
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%
...Expand
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%
...Expand
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%
...Expand
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%
...Expand
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%
...Expand
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%

Cyclopentanemethylamine Specification

This chemical is called Cyclopentanemethylamine, and its CAS registry number is 6053-81-2. With the molecular formula of C6H13N, its molecular weight is 99.17. Additionally, its product category is Cycloalkanes.

Other characteristics of the Cyclopentanemethylamine can be summarised as followings: (1)ACD/LogP: 1.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.73; (4)ACD/LogD (pH 7.4): -1.44; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.463; (14)Molar Refractivity: 31.28 cm3; (15)Molar Volume: 113.4 cm3; (16)Polarizability: 12.4×10-24cm3; (17)Surface Tension: 33.8 dyne/cm; (18)Density: 0.874 g/cm3; (19)Flash Point: 19.5 °C; (20)Enthalpy of Vaporization: 35.7 kJ/mol; (21)Boiling Point: 118.8 °C at 760 mmHg; (22)Vapour Pressure: 16.4 mmHg at 25°C. 

You can still convert the following datas into molecular structure: 
1.SMILES:NCC1CCCC1
2.InChI: InChI=1/C6H13N/c7-5-6-3-1-2-4-6/h6H,1-5,7H2
3.InChIKey: UBLYEVLMRSPMOG-UHFFFAOYAN

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