Lithium Hydroxide → [Rac]-4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid

HRID 1678663Notes

Reaction equation

HRID 1678663 reaction equation
C([O:3][C:4](=[O:40])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:38])[CH:13]([C:20]2[N:21]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=3)[N:22]=[C:23]3[C:28]=2[CH:27]=[C:26]([F:29])[C:25]([F:30])=[CH:24]3)[CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[C:7]([F:39])[CH:6]=1)C.[OH-].[Li+]>C1COCC1.CO>[Cl:37][C:34]1[CH:33]=[CH:32][C:31]([N:21]2[C:20]([CH:13]([CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]3)[C:12]([NH:11][C:8]3[CH:9]=[CH:10][C:5]([C:4]([OH:40])=[O:3])=[CH:6][C:7]=3[F:39])=[O:38])=[C:28]3[C:23]([CH:24]=[C:25]([F:30])[C:26]([F:29])=[CH:27]3)=[N:22]2)=[CH:36][CH:35]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67131199[rac]-4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid ethyl ester

Product 1

HCID 45111058[Rac]-4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

In analogy to the procedure described in example 7.2, [rac]-4-{2-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid ethyl ester was treated with 1 N aqueous lithium hydroxide solution in THF and MeOH to give the title compound as colorless oil. MS: m/e=542.3 [M+H+].

Sources & evidence

ORD record
ord-440a23ca49e94b808523466a8e6ff525
Source dataset
uspto-grants-2011_08
Patent number
US08008505B2

Reaction notes

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