1-(Phenylmethyl)-1H-indole-3-methanamine

Base Information

• Chemical Name: 1-(Phenylmethyl)-1H-indole-3-methanamine
• CAS No.: 118959-34-5
• Molecular Formula: C₁₆H₁₆N₂
• Molecular Weight: 236.316
• DSSTox Substance ID: DTXSID501275871
• Mol file: 118959-34-5.mol

Synonyms:1-(Phenylmethyl)-1H-indole-3-methanamine;DTXSID501275871;AKOS013787346;118959-34-5

Chemical Property of 1-(Phenylmethyl)-1H-indole-3-methanamine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 236.131348519
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(C3=CC=CC=C32)CN

Technology Process of 1-(Phenylmethyl)-1H-indole-3-methanamine

There total 5 articles about 1-(Phenylmethyl)-1H-indole-3-methanamine 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: 90.5%

1-benzyl-1H-indole-3-carbonitrile (118959-33-4) → 1-Benzyl-3-aminomethylindole (118959-34-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 12h; Heating;

DOI:10.1007/BF00763270

Reference yield:

N-benzyl indole-3-carbaldehyde oxime → 1-Benzyl-3-aminomethylindole (118959-34-5)

Guidance literature:

N-benzyl indole-3-carbaldehyde oxime; With nickel(II) chloride hexahydrate; In methanol;

With methanol; sodium tetrahydroborate; at 0 ℃; for 0.0833333h;

DOI:10.1039/c8nj02037j

Reference yield:

1-Benzylindole-3-carboxaldehyde (10511-51-0) → 1-Benzyl-3-aminomethylindole (118959-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NH₂OH*HCl, 2.) acetic anhydride / 1.) pyridine, 85 deg C, 2.) reflux, 2 h

2: 90.5 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 12 h / Heating

With lithium aluminium tetrahydride; hydroxylamine hydrochloride; acetic anhydride; In tetrahydrofuran; diethyl ether;

DOI:10.1007/BF00763270

upstream raw materials:

1-benzyl-1H-indole-3-carbonitrile

1-Benzylindole-3-carboxaldehyde

Indole-3-carboxaldehyde

benzyl bromide

Downstream raw materials:

Succinic acid 1-benzyl-3-indolylmethylamide

1-Benzyl-3-acetylaminomethylindole

1-Benzyl-3-ethylaminomethylindole

1-Benzyl-3-(1-succinimidomethyl)indole