Lithium Hydroxide → (+)-1-(4-{2-[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid

HRID 1678638Notes

Reaction equation

HRID 1678638 reaction equation
C[O:2][C:3]([C:5]1([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:40])[CH:17]([C:24]3[N:25]([C:33]4[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=4)[N:26]=[C:27]4[C:32]=3[CH2:31][CH2:30][CH2:29][CH2:28]4)[CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)=[C:11]([F:41])[CH:10]=2)[CH2:7][CH2:6]1)=[O:4].[OH-].[Li+]>C1COCC1.CO>[Cl:39][C:36]1[CH:35]=[CH:34][C:33]([N:25]2[C:24]([CH:17]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[C:16]([NH:15][C:12]3[CH:13]=[CH:14][C:9]([O:8][C:5]4([C:3]([OH:4])=[O:2])[CH2:7][CH2:6]4)=[CH:10][C:11]=3[F:41])=[O:40])=[C:32]3[C:27]([CH2:28][CH2:29][CH2:30][CH2:31]3)=[N:26]2)=[CH:38][CH:37]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 45110643[Rac]-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester

Product 1

HCID 45110644(+)-1-(4-{2-[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

In analogy to the procedure described in example 7.2, [rac]-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester was treated with 1 N aqueous lithium hydroxide solution in THF and MeOH to give the title compound as colorless foam. MS: m/e=566.4 [M+H+].

Sources & evidence

ORD record
ord-124cb91b165a4167bcc3ef7dcbc8fb6b
Source dataset
uspto-grants-2011_08
Patent number
US08008505B2

Reaction notes

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