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

HRID 268810Notes

Reaction equation

HRID 268810 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH2:12]([O:14][C:15](=[O:35])[CH:16]=[C:17](C1C=CC(OC)=C2C=1C=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:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:13]

Participants

3

Reactant 2

HCID 35348805-bromo-7-fluoro-1H-indoleHCID 673560833-(7-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Product 1

HCID 673556553-(7-fluoro-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl esterYield 74%

Procedure

3-(7-Fluoro-1H-indol-5-yl)-3-phenyl-acrylic acid ethyl ester LXXXI (215 mg, 74% yield)was prepared from 5-bromo-7-fluoroindole using the procedure described for 3-(7-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester LIII (Example 13).

Sources & evidence

ORD record
ord-33966719dd304f3f8b8a8d579d2c87f4
Source dataset
uspto-grants-2008_11
Patent number
US07446118B2

Reaction notes

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