5-Bromo-2-methylindole → 3-(2-Methyl-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester

HRID 1716673Notes

Reaction equation

HRID 1716673 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7](Br)=[CH:6][CH:5]=2.[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:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2]([CH3:1])=[CH:10]2)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:13]

Participants

3

Reactant 2

HCID 50039685-Bromo-2-methylindoleHCID 673553223-(3-cyano-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Product 1

HCID 673551423-(2-Methyl-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester

Procedure

3-(2-Methyl-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester LXVII (1.25 g, 57%) was prepared from 2-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-20524ad93d8d4cdbb97a0b3aa49e0bc0
Source dataset
uspto-grants-2010_09
Patent number
US07803830B2

Reaction notes

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