Cyclobutylmethylamine supplier

Name
Cyclobutylmethylamine
EINECS
CAS No. 4415-83-2
Article Data7
CAS DataBase
Density 0.889 g/cm³
Solubility
Melting Point
Formula C₅H₁₁N
Boiling Point 90.6 °C at 760 mmHg
Molecular Weight 85.149
Flash Point 2.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cyclobutanemethylamine(8CI);(Aminomethyl)cyclobutane;Cyclobutylmethanamine;Cyclobutylmethylamine;
PSA 26.02000
LogP 1.44550

Synthetic route

: 4426-11-3
cyclobutanecarbonitrile

: 4415-83-2
cyclobutylmethylamine

Conditions

Conditions	Yield
With hydrogenchloride; palladium on activated charcoal Hydrogenation;
With ethanol; sodium
With borane-THF In tetrahydrofuran Heating;
Stage #1: cyclobutanecarbonitrile With borane In tetrahydrofuran for 17h; Heating / reflux; Stage #2: With hydrogenchloride In tetrahydrofuran; methanol for 2h; Heating / reflux;
Stage #1: cyclobutanecarbonitrile With hydrogen; acetic acid; platinum(IV) oxide In ethanol under 2689.24 Torr; for 18h; Stage #2: With sodium hydroxide In diethyl ether; water

: 59501-58-5
2-aza-bicyclo[2.2.0]hex-5-ene

: 4415-83-2
cyclobutylmethylamine

Conditions

Conditions	Yield
(reduction);

: 1503-98-6
cyclobutyl amide

: 4415-83-2
cyclobutylmethylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: P2O5 / durch Destillation 2: sodium; alcohol View Scheme

: 4415-83-2
cyclobutylmethylamine

: C15H17NO3

: 1-butyl-3-{[(cyclobutylmethyl)amino]methylidene}-8-methylquinoline-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With acetic anhydride Reflux;	94.6%

: 75-15-0
carbon disulfide

: 4415-83-2
cyclobutylmethylamine

: 13558-70-8
methyl N-(chloroacetyl)carbamate

: 3-(cyclobutylmethyl)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 0.166667h;	93%

...Expand

: 4415-83-2
cyclobutylmethylamine

: 1416989-68-8
methyl 6-methoxy-3-[({4-[(methylsulfanyl)methyl]-naphthalen-1-yl}carbonyl)amino]pyridine-2-carboxylate

: 1430228-61-7
N-(cyclobutylmethyl)-6-methoxy-3-({4-[(methylthio)methyl]-1-naphthoyl}amino)-pyridine-2-carboxamide

Conditions

Conditions	Yield
With pyridine; dmap In N,N-dimethyl-formamide at 80℃; for 3h;	89%

: 870971-20-3
methyl 6-methoxy-3-{[4-(1H-1,2,3-triazol-1-ylmethyl)-1-naphthoyl]amino}-pyridine-2-carboxylate

: 4415-83-2
cyclobutylmethylamine

: 6-methoxy-N-(tetrahydro-2H-pyran-4-ylmethyl)-3-{[4-(lH-1,2,3-triazol-1-ylmethyl)-1-naphthoyl]amino}pyridine-2-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 3.83333h;	87%
In N,N-dimethyl-formamide at 80℃; for 0.666667h;	87%

: 950661-87-7
2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

: 4415-83-2
cyclobutylmethylamine

: C18H26ClN5OSi

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 80℃; for 12h;	85.5%

: 870762-08-6
2-(1-naphthalenyl)-1H-pyrido[3,2-d][1,3]oxazin-4-one

: 4415-83-2
cyclobutylmethylamine

: N-(cyclobutylmethyl)-3-[(1-naphthalenylcarbonyl)amino]-2-pyridinecarboxamide

Conditions

Conditions	Yield
In methanol; DMF (N,N-dimethyl-formamide) at 20℃; for 18h;	83%
In methanol; DMF (N,N-dimethyl-formamide) at 20℃; for 18h;	83%
In methanol; N,N-dimethyl-formamide at 0 - 20℃; for 18h;	160 mg

: 4415-83-2
cyclobutylmethylamine

: 1462-86-8
3-amino-pyridine-2-carboxylic acid

: 870970-70-0
3-amino-N-(cyclobutylmethyl)pyridine-2-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In methanol; DMF (N,N-dimethyl-formamide) at 20℃; for 24h;	82%
Stage #1: 3-amino-pyridine-2-carboxylic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.25h; Stage #2: cyclobutylmethylamine at 20℃; for 1h;	71%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1 - 2h;	28%

: methyl 6-methoxy-3-[(quinolin-4-ylcarbonyl)amino]pyridine-2-carboxylate

: 4415-83-2
cyclobutylmethylamine

: N-{2-[(cyclobutylmethyl)carbamoyl]-4-methoxyphenyl}quinoline-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80 - 100℃; for 3 - 6h;	80%
In N,N-dimethyl-formamide at 80℃; for 5h;	80%

: 849351-09-3
N-(4-fluoro-3-nitro-phenyl)-N-methyl-acetamide

: 4415-83-2
cyclobutylmethylamine

: 849351-82-2
N-{4-[(cyclobutylmethyl)amino]-3-nitrophenyl}-N-methylacetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide); diethyl ether at 0 - 20℃;	77%
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃;	77%

: 4415-83-2
cyclobutylmethylamine

: 4755-77-5
Ethyl oxalyl chloride

: ethyl 2-(cyclobutylmethylamino)-2-oxoacetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 0.25h;	77%

: 5413-85-4
5-amino-4,6-dichloropyridimine

: 4415-83-2
cyclobutylmethylamine

: 195252-61-0
6-Chloro-N4-cyclobutylmethyl-pyrimidine-4,5-diamine

Conditions

Conditions	Yield
With triethylamine In butan-1-ol for 16h; Heating;	75%

: 124-38-9
carbon dioxide

: 4415-83-2
cyclobutylmethylamine

alkyl 2-benzylacrylate: alkyl 2-benzylacrylate

: C9H15NO

Conditions

Conditions	Yield
With Quinuclidine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In toluene at 40℃; under 760.051 Torr; Irradiation; regioselective reaction;	75%

...Expand

: 1001621-59-5
2-azido-5-bromobenzaldehyde

: 1522-41-4
ethyl-2-fluoroacetoacetate

: 4415-83-2
cyclobutylmethylamine

: ethyl 6-bromo-4-((cyclobutylmethyl)amino)-2-methylquinoline-3-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine In acetonitrile at 100℃; for 12h;	75%

...Expand

: 4415-83-2
cyclobutylmethylamine

: 99-05-8
meta-aminobenzoic acid

: 3-amino-N-(cyclobutylmethyl)benzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	72%

: 4415-83-2
cyclobutylmethylamine

: 64410-47-5, 79225-08-4
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanylglycine

: 74814-33-8
Boc-Tyr(OH)-D-Ala-Gly-(aminomethyl)cyclobutane

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 25℃; for 52h;	71%

: 1163790-69-9
4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester

: 4415-83-2
cyclobutylmethylamine

: 1163790-88-2
4-{(S)-4-carboxy-2-[(5-{2-[(S)-2-(cyclobutylmethyl-carbamoyl)-pyrrolidin-1-yl]-2-oxo-ethoxy}-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester With benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.333333h; Stage #2: cyclobutylmethylamine In N,N-dimethyl-formamide for 12h; Stage #3: With trifluoroacetic acid In dichloromethane for 12h;	67%

Yield

Stage #1: 4-[(S)-4-tert-butoxycarbonyl-2-({5-[2-((S)-2-carboxy-pyrrolidin-1-yl)-2-oxoethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}amino)butyryl]piperazine-1-carboxylic acid ethyl ester With benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.333333h;
Stage #2: cyclobutylmethylamine In N,N-dimethyl-formamide for 12h;
Stage #3: With trifluoroacetic acid In dichloromethane for 12h;

67%

: 870970-77-7
methyl 3-({[4-(1H-1,2,3-triazol-1-ylmethyl)naphthalen-1-yl]-carbonyl}amino)pyrazine-2-carboxylate

: 4415-83-2
cyclobutylmethylamine

: C24H23N7O2

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 0.666667h;	66%

: 2065-37-4
2-bromo-1,4-naphthoquinone

: 4415-83-2
cyclobutylmethylamine

: 2-((cyclobutylmethyl)amino)naphthalene-1,4-dione

Conditions

Conditions	Yield
In ethanol at 20℃;	57%

: 4415-83-2
cyclobutylmethylamine

: ethyl 3-(5-(cis-3-isopropyl-4-oxo-3,4,4a,5,8,8a-hexahydrophthalazin-1-yl)-2-methoxyphenyl)propiolate

: N-(cyclobutylmethyl)-3-(5-(cis-3-isopropyl-4-oxo-3,4,4a,5,8,-8a-hexahydrophthalazin-1-yl)-2-methoxyphenyl)propiolamide

Conditions

Conditions	Yield
With trimethylaluminum; triethylamine hydrochloride; potassium carbonate In dichloromethane at 20℃; Inert atmosphere;	52%

: 4415-83-2
cyclobutylmethylamine

: C8H11FO3

: 16714-25-3
2-azidobenzaldehyde

: ethyl 4-((cyclobutylmethyl)amino)-2-cyclopropylquinoline-3-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine In acetonitrile at 100℃; for 12h;	51%

...Expand

: 23100-12-1
6-chloronicotinylaldehyde

: 4415-83-2
cyclobutylmethylamine

: [(6-chloropyridin-3-yl)methyl](cyclobutylmethyl)amine

Conditions

Conditions	Yield
Stage #1: 6-chloronicotinylaldehyde; cyclobutylmethylamine With magnesium sulfate In 1,2-dichloro-ethane at 20℃; for 1.5h; Stage #2: With sodium tetrahydroborate In methanol; 1,2-dichloro-ethane at 20 - 40℃; for 23.5h;	46%

: 4415-83-2
cyclobutylmethylamine

: 1621435-15-1
(2S,3R)-2-(5-(tert-butoxycarbonyl)-1-oxo-2,5-diazaspiro[3.4]octan-2-yl)-3-hydroxybutanoic acid

: 1621435-64-0
tert-butyl 2-((2S,3R)-1-((cyclobutylmethyl)amino)-3-hydroxy-1-oxobutan-2-yl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h;	41.5%

: 4415-83-2
cyclobutylmethylamine

: 2-[(4-oxo-2-thioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-1-yl)methyl]benzaldehyde

: 1-(2-{[(cyclobutylmethyl)amino]methyl}benzyl)-2-thioxo-1,2,3,5-tetrahydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

Conditions

Conditions	Yield
Stage #1: cyclobutylmethylamine; 2-[(4-oxo-2-thioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-1-yl)methyl]benzaldehyde With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one for 1h; Stage #2: With sodium tetrahydroborate In 1-methyl-pyrrolidin-2-one at 20℃; for 0.5h;	38%

: 4415-83-2
cyclobutylmethylamine

: 2-[[4-(1-tetrahydropyran-2-ylindazol-4-yl)imidazol-1-yl]methyl]imidazo[1,2-a]pyridine-6-carbaldehyde

: N-(cyclobutylmethyl)-1-[2-[[4-(1-tetrahydropyran-2-ylindazol-4-yl)imidazol-1-yl]methyl]imidazo[1,2-a]pyridin-6-yl]methanamine

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 1.5h;	27%

: 24424-99-5
di-tert-butyl dicarbonate

: 4415-83-2
cyclobutylmethylamine

: methyl 4-[1-({6-formylimidazo[1,2-a]pyridin-2-yl}methyl)-1H-1,2,3-triazol-4-yl]-1-(oxan-2-yl)-1H-indazole-6-carboxylate

: methyl 4-[1-[[6-[[tert-butoxycarbonyl(cyclobutylmethyl)amino]methyl]imidazo[1,2-a]pyridin-2-yl]methyl]triazol-4-yl]-1-tetrahydropyran-2-yl-indazole-6-carboxylate

Conditions

Conditions	Yield
Stage #1: cyclobutylmethylamine; methyl 4-[1-({6-formylimidazo[1,2-a]pyridin-2-yl}methyl)-1H-1,2,3-triazol-4-yl]-1-(oxan-2-yl)-1H-indazole-6-carboxylate With 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 2h; Stage #2: di-tert-butyl dicarbonate In methanol at 20℃; for 18.5h;	26%

...Expand

: 4415-83-2
cyclobutylmethylamine

: 1383563-60-7
C15H10F2N4O3S2

: 1436388-64-5
C20H19F2N5O2S2

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 100℃; for 0.5h; Microwave irradiation;	24%

: 4415-83-2
cyclobutylmethylamine

: 1416989-74-6
3-[(quinolin-8-ylcarbonyl)amino]pyridine-2-carboxylate

: 1416989-55-3
C21H20N4O2

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 21h;	14%

: 4415-83-2
cyclobutylmethylamine

: 6-fluoro-8-hydroxy-4-oxo-4H-chromene-2-carboxylic acid

: N-(cycIobutylmethyl)-6-fluoro-8-hydroxy-4-oxo-4H-chromene-2-carboxamide

Conditions

Conditions	Yield
Stage #1: 6-fluoro-8-hydroxy-4-oxo-4H-chromene-2-carboxylic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 1h; Stage #2: cyclobutylmethylamine With triethylamine In tetrahydrofuran at 20℃;	12%

: 4415-83-2
cyclobutylmethylamine

: 1120-56-5
methylidenecyclobutane

Conditions

Conditions	Yield
With cis-nitrous acid

Cyclobutylmethylamine Specification

The cas register number of Cyclobutylmethylamine is 4415-83-2. It also can be called as Aminomethylcyclobutane and the Systematic name about this chemical is 1-cyclobutylmethanamine.

Physical properties about Cyclobutylmethylamine are: (1)ACD/LogP: 0.80; (2)#H bond acceptors: 1; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 2; (5)Polar Surface Area: 3.24Å²; (6)Index of Refraction: 1.469; (7)Molar Refractivity: 26.67 cm³; (8)Molar Volume: 95.7 cm³; (9)Polarizability: 10.57x10^-24cm³; (10)Surface Tension: 35.4 dyne/cm; (11)Enthalpy of Vaporization: 33.05 kJ/mol; (12)Boiling Point: 90.6 °C at 760 mmHg; (13)Vapour Pressure: 55.9 mmHg at 25°C .

You can still convert the following datas into molecular structure:
(1)SMILES: NCC1CCC1
(2)InChI: InChI=1/C5H11N/c6-4-5-2-1-3-5/h5H,1-4,6H2
(3)InChIKey: LQNHRNOPWKZUSN-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C5H11N/c6-4-5-2-1-3-5/h5H,1-4,6H2
(5)Std. InChIKey: LQNHRNOPWKZUSN-UHFFFAOYSA-N

Product Name

Cyclobutylmethylamine

Synthetic route

Cyclobutylmethylamine Specification

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