Lithium Hydroxide → 5-[(3,3-Dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylic acid

HRID 1824985Notes

Reaction equation

HRID 1824985 reaction equation
[CH3:1][C:2]([CH3:30])([CH3:29])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])[C:11]([C:24]([O:26]CC)=[O:25])=[CH:10]2)=[O:5].[OH-].[Li+]>>[CH3:1][C:2]([CH3:30])([CH3:29])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])[C:11]([C:24]([OH:26])=[O:25])=[CH:10]2)=[O:5]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 22144660Ethyl 5-[(3,3-dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylate

Product 1

HCID 221446405-[(3,3-Dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylic acid

Procedure

Preparation analogously to Example XXII using 12.50 g (31.53 mmol) of ethyl 5-[(3,3-dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylate from Example XXXVII and 31.5 ml (63.0 mmol) of 2 M lithium hydroxide solution.

Workup

  1. customPreparation analogously to Example XXII

Sources & evidence

ORD record
ord-8f99bd0f91f74456993d291093a9fd99
Source dataset
uspto-grants-2006_05
Patent number
US07045544B2

Reaction notes

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