Ethyl indole-2-carboxylate → 1-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid

HRID 642668Notes

Reaction equation

HRID 642668 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])C.Br[CH2:16][C:17]1[C:18]2[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:19]=2[S:20][CH:21]=1>>[F:26][C:24]1[CH:23]=[CH:22][C:19]2[S:20][CH:21]=[C:17]([CH2:16][N:7]3[C:8]4[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=4)[CH:14]=[C:6]3[C:4]([OH:3])=[O:5])[C:18]=2[CH:25]=1

Participants

3

Reactant 2

HCID 73125Ethyl indole-2-carboxylateHCID 136425923-(Bromomethyl)-5-fluoro-1-benzothiophene

Product 1

HCID 235828711-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 1H-indole-2-carboxylic acid ethyl ester was coupled with 3-bromomethyl-5-fluoro-benzo[b]thiophene (Lit. 18) and the product obtained was hydrolyzed to give the title compound as pale yellow solid. MS: 324.0 ([M−H]−).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-04e8c1c587ad497a8de5ddd7801186f0
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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