9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Base Information

• Chemical Name: 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole
• CAS No.: 1009631-75-7
• Molecular Formula: C₁₉H₂₀N₂O₂S
• Molecular Weight: 340.446
• Mol file: 1009631-75-7.mol

Synonyms:9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Chemical Property of 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

There total 10 articles about 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole 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: 81.0%

3-(5-methyl-2-azidobenzylidene)-1-(phenylsulfonyl)piperidine → 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1009631-75-7)

Guidance literature:

With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; In toluene; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol400137q

Reference yield:

9-methyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (919120-70-0) + benzenesulfonyl chloride (98-09-9) → 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1009631-75-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 50 ℃; for 2 - 6h;

Reference yield:

5-methyl-2-nitrobenzoic acid (3113-72-2) → 9-methyl-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1009631-75-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere

2.1: phosphorus tribromide / diethyl ether / 3 h / Inert atmosphere

3.1: toluene / 24 h / 120 °C / Inert atmosphere

4.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

4.2: 16 h / -78 - 20 °C / Inert atmosphere

5.1: acetic acid; iron / ethanol / 2 h / 80 °C / Inert atmosphere

6.1: triethylamine; copper(II) sulfate; triflic azide / methanol; dichloromethane; water / 20 °C / Cooling; Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / Inert atmosphere

9.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} / toluene / 16 h / 80 °C / Inert atmosphere

With n-butyllithium; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; dimethylsulfide borane complex; triflic azide; phosphorus tribromide; iron; copper(II) sulfate; acetic acid; triethylamine; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; toluene;

DOI:10.1021/ol400137q

upstream raw materials:

9-methyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

benzenesulfonyl chloride

5-methyl-2-nitrobenzoic acid

4-methyl-2-((1-(phenylsulfonyl)piperidin-3-ylidene)methyl)aniline