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

HRID 642669Notes

Reaction equation

HRID 642669 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([Cl: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>>[Cl:15][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:17][C:18]1[C:19]3[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:20]=3[S:21][CH:22]=1)[C:6]([C:4]([OH:3])=[O:5])=[CH:14]2

Participants

3

Reactant 2

HCID 78518Ethyl 5-chloroindole-2-carboxylateHCID 136425923-(Bromomethyl)-5-fluoro-1-benzothiophene

Product 1

HCID 589002605-Chloro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 5-chloro-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: 358.1 ([M−H]−).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-9e6d925aa3a64e32a885bbeb37b5e971
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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