1-(Bromomethyl)naphthalene → 3-(Carboxymethyl)-5-fluoro-1-(naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid

HRID 642638Notes

Reaction equation

HRID 642638 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1[CH2:15][C:16]([O:18]CC)=[O:17])=[CH:12][C:11]([F:21])=[CH:10][CH:9]=2)=[O:5])C.Br[CH2:23][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1>>[C:16]([CH2:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:21])[CH:12]=2)[N:7]([CH2:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=[CH:26][CH:25]=2)[C:6]=1[C:4]([OH:3])=[O:5])([OH:18])=[O:17]

Participants

3

Reactant 2

HCID 1378441-(Bromomethyl)naphthaleneHCID 105656343-ethoxycarbonylmethyl-5-fluoro-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 235828103-(Carboxymethyl)-5-fluoro-1-(naphthalen-1-ylmethyl)-1H-indole-2-carboxylic acid

Procedure

Using general procedure B, 3-ethoxycarbonylmethyl-5-fluoro-1H-indole-2-carboxylic acid ethyl ester (Lit. 10) was coupled with 1-bromomethyl-naphthalene and the product obtained was hydrolyzed to give the title compound as a white solid. MS: 376.4 ([M−H]−).

Workup

  1. customthe product obtained

Sources & evidence

ORD record
ord-9cbc1e0f2b2d4749a50cd0b731b5a34b
Source dataset
uspto-grants-2010_04
Patent number
US07696240B2

Reaction notes

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