N-(1H-indol-3-ylmethyl)cyclohexanamine

Base Information

• Chemical Name: N-(1H-indol-3-ylmethyl)cyclohexanamine
• CAS No.: 53924-03-1
• Molecular Formula: C15H20 N2
• Molecular Weight: 228.337
• Hs Code.: 2933990090
• European Community (EC) Number: 258-864-1
• NSC Number: 74500
• UNII: JX88BAA25Y
• DSSTox Substance ID: DTXSID20202206
• Nikkaji Number: J279.538H
• Wikidata: Q27199210
• ChEMBL ID: CHEMBL1605546
• Mol file: 53924-03-1.mol

Synonyms:N-(1H-indol-3-ylmethyl)cyclohexanamine;53924-03-1;N-Cyclohexyl-1H-indole-3-methylamine;JX88BAA25Y;N-((1H-Indol-3-yl)methyl)cyclohexanamine;EINECS 258-864-1;NSC-74500;N-[(1H-indol-3-yl)methyl]cyclohexanamine;NSC74500;UNII-JX88BAA25Y;MLS000520929;3-(cyclohexylaminomethyl)indole;CHEMBL1605546;DTXSID20202206;CHEBI:116328;HMS1645D22;HMS2451N11;MFCD00085415;NSC 74500;STK232826;N-Cyclohexyl-1H-indole-3-methanamine;AKOS000265945;1H-Indole-3-methanamine, N-cyclohexyl-;NCGC00245957-01;SMR000131338;N-cyclohexyl-N-(1H-indol-3-ylmethyl)amine;Q27199210

Chemical Property of N-(1H-indol-3-ylmethyl)cyclohexanamine

Chemical Property:

• Vapor Pressure: 8.88E-07mmHg at 25°C
• Boiling Point: 405.3°C at 760 mmHg
• Flash Point: 198.9°C
• PSA: 27.82000
• Density: 1.09g/cm³
• LogP: 3.98110
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 228.162648646
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

3-(CYCLOHEXYLAMINOMETHYL)-INDOLE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NCC2=CNC3=CC=CC=C32

Technology Process of N-(1H-indol-3-ylmethyl)cyclohexanamine

There total 5 articles about N-(1H-indol-3-ylmethyl)cyclohexanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + cyclohexylamine (108-91-8,157973-60-9) → N-indol-3-ylmethylcyclohexylamine (53924-03-1)

Guidance literature:

Indole-3-carboxaldehyde; cyclohexylamine; In methanol; at 64 ℃; for 3h;

With sodium cyanoborohydride; In methanol; ethanol; at 20 - 64 ℃; for 5h;

DOI:10.1016/j.tet.2013.05.079

Reference yield: 91.0%

3-(Dimethylaminomethyl)indole (87-52-5) + cyclohexylamine (108-91-8,157973-60-9) → N-indol-3-ylmethylcyclohexylamine (53924-03-1) + dimethyl amine (124-40-3)

Guidance literature:

Heating;

DOI:10.1039/P19840001929

Reference yield: 87.0%

indole (120-72-9) + N-(benzotriazol-1-yl-methyl)-cyclohexylamine (126541-65-9) → N-indol-3-ylmethylcyclohexylamine (53924-03-1)

Guidance literature:

With zinc(II) chloride; In dichloromethane; for 3h; Heating;

DOI:10.1016/S0040-4020(01)81590-8

upstream raw materials:

indole

N-(benzotriazol-1-yl-methyl)-cyclohexylamine

3-(Dimethylaminomethyl)indole

cyclohexylamine

Downstream raw materials:

[μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Yb[N(SiMe3)2]2]

[μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Eu[N(SiMe3)2]2]

[μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Sm[N(SiMe3)2]2]

[μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Dy[N(SiMe3)2]2]

Refernces

• 1、 Katritzky,Yang,Lam. "aminoalkylbenzotriazoles: Reagents for the aminoalkylation of electron rich heterocycles". . p. 4971 - 4978. Retrieved 2007/10/02.