3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

Base Information

Chemical Name:3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester
CAS No.:1273578-47-4
Molecular Formula:C₂₃H₂₂N₂O₄
Molecular Weight:390.439
Hs Code.:

Synonyms:3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

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Chemical Property of 3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

Chemical Property:

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Technology Process of 3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

There total 3 articles about 3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic 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: 60.0%

: 1273578-24-7
4-methoxy-3-{3-[methyl-(1-methyl-1H-indole-2-carbonyl)-amino]-prop-1-ynyl}-benzoic acid methyl ester

: 1273578-35-0
3-(2,10-dimethyl-1-oxo-1,2,3,10-tetrahydro-azepino[3,4-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

: 1273578-47-4
3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

Guidance literature:: With platinum(II) chloride; In dichloromethane; at 50 ℃; for 24h; Inert atmosphere; Sealed tube;
DOI:10.1039/c0ob00728e

Reference yield:

: 906543-07-5
1-methyl-1H-indole-2-carboxylic acid methyl-prop-2-ynyl-amide

: 35387-93-0
3-iodo-4-methoxy-benzoic acid methyl ester

: 1273578-35-0
3-(2,10-dimethyl-1-oxo-1,2,3,10-tetrahydro-azepino[3,4-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

: 1273578-47-4
3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 20 h / Inert atmosphere; Sealed tube; Heating

2: platinum(II) chloride / dichloromethane / 24 h / 50 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; platinum(II) chloride; In tetrahydrofuran; dichloromethane; 1: Sonogashira reaction;
DOI:10.1039/c0ob00728e

Reference yield:

: 16136-58-6
N-methyl-1H-indole-2-carboxylic acid

: 1273578-35-0
3-(2,10-dimethyl-1-oxo-1,2,3,10-tetrahydro-azepino[3,4-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

: 1273578-47-4
3-(2,6-dimethyl-1-oxo-1,2,3,6-tetrahydro-azepino[4,3-b]indol-5-yl)-4-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; 1,1'-carbonyldiimidazole / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

1.2: 40 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 20 h / Inert atmosphere; Sealed tube; Heating

3.1: platinum(II) chloride / dichloromethane / 24 h / 50 °C / Inert atmosphere; Sealed tube

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; 1,1'-carbonyldiimidazole; platinum(II) chloride; In tetrahydrofuran; dichloromethane; 2.1: Sonogashira reaction;
DOI:10.1039/c0ob00728e