5-Bromo-3-methyl-1H-indole → 3-(3-Methyl-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester

HRID 268803Notes

Reaction equation

HRID 268803 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8](Br)[CH:9]=2)[NH:4][CH:3]=1.[CH2:12]([O:14][C:15](=[O:35])[CH:16]=[C:17](C1C=CC=C2C=1C(C#N)=CN2)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:13]>>[CH2:12]([O:14][C:15](=[O:35])[CH:16]=[C:17]([C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][CH:3]=[C:2]2[CH3:1])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:13]

Participants

3

Reactant 2

HCID 2547075-Bromo-3-methyl-1H-indoleHCID 673553223-(3-cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Product 1

HCID 673560253-(3-Methyl-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl esterYield 90%

Procedure

3-(3-Methyl-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester LXXI (656 mg, 90% yield) was prepared from 3-methyl-5-bromoindole using the procedure described above for 3-(3-cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester LVIII (see Example 14).

Sources & evidence

ORD record
ord-b4dc355c9cc84b4d8b723b2f0d72c4ea
Source dataset
uspto-grants-2008_11
Patent number
US07446118B2

Reaction notes

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