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

HRID 642670Notes

Reaction equation

HRID 642670 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([CH3:15])=[CH:10][CH:9]=2)=[O:5])C.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:7]3[C:8]4[C:13](=[CH:12][C:11]([CH3:15])=[CH:10][CH:9]=4)[CH:14]=[C:6]3[C:4]([OH:3])=[O:5])[C:19]=2[CH:26]=1

Participants

3

Reactant 2

HCID 232919ethyl 5-methyl-1H-indole-2-carboxylateHCID 136425923-(Bromomethyl)-5-fluoro-1-benzothiophene

Product 1

HCID 589002891-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-5-methyl-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 5-methyl-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 white solid. MS: 338.1 ([M−H]−).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-3eca265dacae4a168b3d2cf3cfd4a85b
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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