Reaction #66229

ord-f9bd1433e1624d8980d013b82e97bbe9

Reaction equation

CCOC(=O)C1=CNCC(C)(C)c2c1[nH]c1cc(-c3cccc(OC)c3)ccc21
8-(3-methoxyphenyl)-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester
CCOC(=O)C1=CNCC(C)(C)c2c1[nH]c1cc(-c3ccoc3)ccc21
8-furan-3-yl-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester
→
CCOC(=O)C1=CNCCc2c1[nH]c1cc(-c3cccc(OC)c3)ccc21
8-(3-Methoxyphenyl)-1,2,3,6-Tetrahydroazepino[4,5-b]Indole-5-Carboxylic Acid Ethyl Ester

Reactants

CCOC(=O)C1=CNCC(C)(C)c2c1[nH]c1cc(-c3cccc(OC)c3)ccc21
8-(3-methoxyphenyl)-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester
CCOC(=O)C1=CNCC(C)(C)c2c1[nH]c1cc(-c3ccoc3)ccc21
8-furan-3-yl-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe following compounds were prepared

Procedure

In a manner similar to Step C, but replacing 8-(3-methoxyphenyl)-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester with 8-(3-methoxyphenyl)-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester or 8-furan-3-yl-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylic acid ethyl ester, the following compounds were prepared:

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524704B2uspto-grants-2013_09