methyl 4-methoxy-1H-indole-2-carboxylate → 1-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-4-methoxy-1H-indole-2-carboxylic acid

HRID 642671Notes

Reaction equation

HRID 642671 reaction equation
C[O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[C:11]([O:14][CH3:15])[CH:10]=[CH:9][CH:8]=2)=[O:4].Br[CH2:17][C:18]1[C:19]2[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:20]=2[S:21][CH:22]=1>>[F:27][C:25]1[CH:24]=[CH:23][C:20]2[S:21][CH:22]=[C:18]([CH2:17][N:6]3[C:7]4[C:12](=[C:11]([O:14][CH3:15])[CH:10]=[CH:9][CH:8]=4)[CH:13]=[C:5]3[C:3]([OH:2])=[O:4])[C:19]=2[CH:26]=1

Participants

3

Reactant 2

HCID 688172methyl 4-methoxy-1H-indole-2-carboxylateHCID 136425923-(Bromomethyl)-5-fluoro-1-benzothiophene

Product 1

HCID 589002291-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-4-methoxy-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 4-methoxy-1H-indole-2-carboxylic acid methyl 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 yellow solid. MS: 354.0 ([M−H]−).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-b34246990fa6484db02c93aa0609e90d
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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