N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

Base Information

Chemical Name:N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide
CAS No.:1311368-63-4
Molecular Formula:C₂₁H₂₀N₄O₃
Molecular Weight:376.415
Hs Code.:

Synonyms:N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

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Chemical Property of N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

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Technology Process of N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

There total 10 articles about N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-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: 77.0%

: 1311369-59-1
2-{[(1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indol-8-yl)carbonyl]amino}benzoic acid

: 74-89-5
methylamine

: 1311368-63-4
N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

Guidance literature:: 2-{[(1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indol-8-yl)carbonyl]amino}benzoic acid; methylamine; With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; N,N-dimethyl-formamide; for 0.166667h;

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 19013-15-1
ethyl 4-methyl-3-nitro-benzoate

: 1311368-63-4
N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium ethanolate / ethanol / 16 h / 20 °C

1.2: pH 7

2.1: zinc; acetic acid / water / 1 h / 85 °C

3.1: Triton B / 1,4-dioxane; methanol / 18.5 h / 20 - 55 °C

4.1: cobalt(II) chloride; sodium tetrahydroborate; methanol / tetrahydrofuran / 17 h / 0 °C / Reflux

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 70 °C

5.2: 20 °C / pH 2 - 3

6.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 3 h / 20 °C

6.2: 16 h / 20 °C

7.1: sodium hydroxide; water / methanol / 3 h / 60 °C

8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / dmap / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h

8.2: 16 h / 20 °C

With methanol; sodium tetrahydroborate; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; sodium ethanolate; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; cobalt(II) chloride; sodium hydroxide; zinc; dmap; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 96-98-0
4-methyl-3-nitrobenzoic acid

: 1311368-63-4
N-[2-(methylcarbamoyl)phenyl]-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride / 20 h / 90 °C / Inert atmosphere

2.1: sodium ethanolate / ethanol / 16 h / 20 °C

2.2: pH 7

3.1: zinc; acetic acid / water / 1 h / 85 °C

4.1: Triton B / 1,4-dioxane; methanol / 18.5 h / 20 - 55 °C

5.1: cobalt(II) chloride; sodium tetrahydroborate; methanol / tetrahydrofuran / 17 h / 0 °C / Reflux

6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 70 °C

6.2: 20 °C / pH 2 - 3

7.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 3 h / 20 °C

7.2: 16 h / 20 °C

8.1: sodium hydroxide; water / methanol / 3 h / 60 °C

9.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / dmap / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h

9.2: 16 h / 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; sodium ethanolate; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; cobalt(II) chloride; sodium hydroxide; zinc; dmap; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;