N-Benzyl-1H-indole-2-carboxamide

Base Information

• Chemical Name: N-Benzyl-1H-indole-2-carboxamide
• CAS No.: 69808-76-0
• Molecular Formula: C₁₆H₁₄N₂O
• Molecular Weight: 250.3
• UNII: Y6K45S2YH6
• Nikkaji Number: J3.188.603A
• ChEMBL ID: CHEMBL464799

Synonyms:N-Benzyl-1H-indole-2-carboxamide;Y6K45S2YH6;UNII-Y6K45S2YH6;N-(Phenylmethyl)-1H-indole-2-carboxamide;CHEMBL464799;69808-76-0;1H-Indole-2-carboxamide, N-(phenylmethyl)-;CHEMBL-464799;D0Z5YO;SCHEMBL2735969;HMS1751G10;BDBM50273489;STL100558;AKOS005715761;NCGC00300187-01;AB01108905-02;EN300-16151896;Z27748935

Chemical Property of N-Benzyl-1H-indole-2-carboxamide

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 250.110613074
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=CC3=CC=CC=C3N2

Technology Process of N-Benzyl-1H-indole-2-carboxamide

There total 6 articles about N-Benzyl-1H-indole-2-carboxamide 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: 99.0%

Indole-2-carboxylic acid (1477-50-5,1228050-17-6) + benzylamine (100-46-9) → N-benzyl-1H-indole-2-carboxamide (69808-76-0)

Guidance literature:

With Bromotrichloromethane; 4-(diphenylphosphino)-benzyltrimethylammonium bromide; triethylamine; In tetrahydrofuran; dichloromethane; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2013.03.021

Reference yield: 88.0%

benzylamine (100-46-9) + 1H-1,2,3-benzotriazol-1-yl(1H-indol-2-yl)methanone (586959-21-9) → N-benzyl-1H-indole-2-carboxamide (69808-76-0)

Guidance literature:

In chloroform; at 80 ℃; for 0.166667h; microwave irradiation;

DOI:10.1021/jo052443x

Reference yield: 83.0%

→ N-benzyl-1H-indole-2-carboxamide (69808-76-0)

Guidance literature:

With methanesulfonyl chloride;

at 20 ℃; for 0.333333h; Reagent/catalyst;

upstream raw materials:

benzylamine

1H-1,2,3-benzotriazol-1-yl(1H-indol-2-yl)methanone

Indole-2-carboxylic acid

Indole-2-carbonyl chloride

Downstream raw materials:

2-benzyl-3-(4-methylphenyl)-4-iodo-5-(4-chlorophenyl)-5,10-dihydroazepino[3,4-b]indol-1(2H)-one

2-benzyl-3-cyclohex-1-enyl-4-iodo-5-(4-ethoxyphenyl)-5,10-dihydroazepino[3,4-b]indol-1(2H)-one

2-benzyl-3-(4-methylphenyl)-4-iodo-5-(4-ethoxyphenyl)-5,10-dihydroazepino[3,4-b]indol-1(2H)-one

2-benzyl-3-phenyl-4-iodo-5-(3,4-dimethoxyphenyl)-5,10-dihydroazepino[3,4-b]indol-1(2H)-one

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