5-bromo-7-methoxy-1H-indole → 3-(7-Methoxy-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester

HRID 1716691Notes

Reaction equation

HRID 1716691 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([O:11][CH3:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH2:13]([O:15][C:16](=[O:36])[CH:17]=[C:18](C1C=CC(OC)=C2C=1C=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](=[C:9]([O:11][CH3:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:14]

Participants

3

Reactant 2

HCID 198040635-bromo-7-methoxy-1H-indoleHCID 673560833-(7-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Product 1

HCID 673557333-(7-Methoxy-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl esterYield 50%

Procedure

3-(7-Methoxy-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester CVI (120 mg, 50% yield) was prepared from 5-bromo-7-methoxyindole using the procedure described above for preparation of 3-(7-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester LIII (Example 13).

Sources & evidence

ORD record
ord-1712a81de952435092df48fc2525d16a
Source dataset
uspto-grants-2010_09
Patent number
US07803830B2

Reaction notes

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