3-ethoxycarbonylmethyl-5-fluoro-1H-indole-2-carboxylic acid ethyl ester → 3-Carboxymethyl-5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid

HRID 642672Notes

Reaction equation

HRID 642672 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1[CH2:15][C:16]([O:18]CC)=[O:17])=[CH:12][C:11]([F:21])=[CH:10][CH:9]=2)=[O:5])C.Br[CH2:23][C:24]1[C:25]2[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:26]=2[S:27][CH:28]=1>>[C:16]([CH2:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:21])[CH:12]=2)[N:7]([CH2:23][C:24]2[C:25]3[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:26]=3[S:27][CH:28]=2)[C:6]=1[C:4]([OH:3])=[O:5])([OH:18])=[O:17]

Participants

3

Reactant 2

HCID 105656343-ethoxycarbonylmethyl-5-fluoro-1H-indole-2-carboxylic acid ethyl esterHCID 136425923-(Bromomethyl)-5-fluoro-1-benzothiophene

Product 1

HCID 235828723-Carboxymethyl-5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 3-ethoxycarbonylmethyl-5-fluoro-1H-indole-2-carboxylic acid ethyl ester (Lit. 10) was coupled with 3-bromomethyl-5-fluoro-benzo[b]thiophene (Lit. 18) and the product obtained was hydrolyzed to give the title compound as a white solid. MS: 400.3 ([M−H]−).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-0967003de25e4c29b0c7e7c6e2a55183
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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