5-Bromo-3-cyanoindole → 3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester

HRID 268796Notes

Reaction equation

HRID 268796 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:11]#[N:12].[CH2:13]([O:15][C:16](=[O:36])[CH:17]=[C:18](C1C=CC=C2C=1C(C#N)=CN2)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:14]>>[CH2:13]([O:15][C:16](=[O:36])[CH:17]=[C:18]([C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:11]#[N:12])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:14]

Participants

3

Reactant 2

HCID 36233545-Bromo-3-cyanoindoleHCID 673553223-(3-cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Product 1

HCID 673561313-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl esterYield 85%

Procedure

3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester LXIII (1.82 g, 85% yield) was prepared from 5-bromo-1H-indole-3-carbonitrile using the procedure described for 3-(3-cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester LVIII.

Sources & evidence

ORD record
ord-d53d792ce32a4943a4c4b5e65093f002
Source dataset
uspto-grants-2008_11
Patent number
US07446118B2

Reaction notes

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