13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

Base Information

Chemical Name:13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester
CAS No.:863566-98-7
Molecular Formula:C₂₄H₂₆N₂O₂
Molecular Weight:374.483
Hs Code.:

Synonyms:13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

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Chemical Property of 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

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Technology Process of 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

There total 6 articles about 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester 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: 94.0%

: 863566-97-6
13-cyclohexyl-6-oxo-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

: 863566-98-7
13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

Guidance literature:: 13-cyclohexyl-6-oxo-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester; With borane-THF; In tetrahydrofuran; at 20 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; at 70 ℃; for 1h;
DOI:10.1021/jm0610245

Reference yield:

: 877275-33-7
methyl 5-[(1,1-dimethylethoxy)carbonyl]-13-cyclohexyl-6,7-dihydro-5H-indolo[1,2-d][1,4]benzodiazepin-10-carboxylate

: 863566-98-7
13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 0.166667h;

Reference yield:

: 615-36-1
2-bromoaniline

: 863566-98-7
13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[7,1-a]indole-10-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 64 percent / Et₃N / PdCl₂(dppf)*CH₂Cl₂ / dioxane / 3 h / 100 °C

2.1: 96 percent / NaHCO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 7 h / Heating

3.1: 100 percent / AcONa; AcOH / tetrahydrofuran / 2 h / 20 °C

4.1: 93 percent / NaH / dimethylformamide / 2 h / 20 °C

5.1: BH₃*THF / tetrahydrofuran / 4 h / 20 °C

5.2: 94 percent / aq. HCl / tetrahydrofuran / 1 h / 70 °C

With borane-THF; sodium acetate; sodium hydride; sodium hydrogencarbonate; acetic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling;
DOI:10.1021/jm0610245