Lithium Hydroxide → 4-{2-[2-(4-Chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid

HRID 889392Notes

Reaction equation

HRID 889392 reaction equation
C[O:2][C:3](=[O:38])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:36])[CH:12]([C:19]2[N:20]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)[N:21]=[C:22]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][C:23]=23)[CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[C:6]([F:37])[CH:5]=1.[OH-].[Li+]>C1COCC1.CO>[Cl:35][C:32]1[CH:31]=[CH:30][C:29]([N:20]2[C:19]([CH:12]([CH:13]3[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[C:11]([NH:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:38])=[O:2])=[CH:5][C:6]=3[F:37])=[O:36])=[C:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:22]3=[N:21]2)=[CH:34][CH:33]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 533904394-{2-[2-(4-Chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid methyl ester

Product 1

HCID 533904404-{2-[2-(4-Chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-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 2, 4-{2-[2-(4-chloro-phenyl)-2,4,5,6,7,8-hexahydro-cycloheptapyrazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-benzoic acid methyl ester (example 12) was hydrolysed using aqueous lithium hydroxide solution in THF and MeOH to give the title compound as white solid. MS: m/e=524.2 [M+H+].

Sources & evidence

ORD record
ord-03e3e9a3a6de4bbf8a4c3c233d83e8b8
Source dataset
uspto-grants-2012_08
Patent number
US08252826B2

Reaction notes

Loading…