Ethyl indole-2-carboxylate → 1-(7-fluoro-naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid

HRID 642664Notes

Reaction equation

HRID 642664 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:26]2[C:21](=[CH:22][CH:23]=[C:24]([F:27])[CH:25]=2)[CH:20]=[CH:19][CH:18]=1>>[F:27][C:24]1[CH:25]=[C:26]2[C:21]([CH:20]=[CH:19][CH:18]=[C:17]2[CH2:16][N:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:14]=[C:6]2[C:4]([OH:3])=[O:5])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 73125Ethyl indole-2-carboxylateHCID 156574201-(Bromomethyl)-7-fluoronaphthalene

Product 1

HCID 235828121-(7-fluoro-naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 1H-indole-2-carboxylic acid ethyl ester was coupled with 1-bromomethyl-7-fluoro-naphthalene and the product obtained was hydrolyzed to give 1-(7-fluoro-naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid as a white solid. MS: 318.0 ([M−H]).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-f4e3234deb014570bfb9e10f68f91e49
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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