N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

Base Information

Chemical Name:N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide
CAS No.:1401618-84-5
Molecular Formula:C₃₀H₃₀N₄O₄
Molecular Weight:510.593
Hs Code.:

Synonyms:N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

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Chemical Property of N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

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Technology Process of N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

There total 5 articles about N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-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: 16.0%

: 1401619-16-6
N-benzyl-1-(1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamide

: 100-14-1
4-nitrobenzyl chloride

: 1401618-84-5
N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

Guidance literature:: N-benzyl-1-(1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 60 ℃; for 0.166667h; Inert atmosphere;

4-nitrobenzyl chloride; With potassium iodide; In N,N-dimethyl-formamide; mineral oil; at 60 ℃; Inert atmosphere;
DOI:10.1021/jm401330r

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1401618-84-5
N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 0.25 h

2.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

2.2: pH ~ 2

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.17 h

3.2: 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 60 °C

4.2: 60 °C

With water; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1401619-15-5
ethyl 1-(1H-indole-2-carbonyl)piperidine-4-carboxylate

: 1401618-84-5
N-benzyl-N-methyl-1-(1-(4-nitrobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

1.2: pH ~ 2

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.17 h

2.2: 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 60 °C

3.2: 60 °C

With water; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;