Lithium Hydroxide → 3-Chloro-4-{3-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-3-cyclohexyl-ureido}-benzoic acid

HRID 1690541Notes

Reaction equation

HRID 1690541 reaction equation
C[O:2][C:3](=[O:39])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([N: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)=[O:12])=[C:6]([Cl:38])[CH:5]=1.[OH-].[Li+]>C(Cl)Cl.CCCCCCC>[Cl:38][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[NH:10][C:11]([N:13]([C:20]1[N:21]([C:31]2[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=2)[N:22]=[C:23]2[C:28]=1[CH:27]=[C:26]([F:29])[C:25]([F:30])=[CH:24]2)[CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1)=[O:12])[C:3]([OH:39])=[O:2]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 669058723-Chloro-4-{3-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-3-cyclohexyl-ureido}-benzoic acid methyl ester

Product 1

HCID 451108863-Chloro-4-{3-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-3-cyclohexyl-ureido}-benzoic acid

Reagents, catalysts & solvents 1

HCID 21907733Dichloromethane heptaneSolvent

Procedure

In analogy to the procedure described in example 2.2, 3-chloro-4-{3-[2-(4-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-3-cyclohexyl-ureido}-benzoic acid methyl ester was treated with 1 N aqueous lithium hydroxide solution in THF/MeOH 1/1 for 24 h at 60° C. to give the title compound as off-white solid. MS: m/e=559.3 [M+H+].

Sources & evidence

ORD record
ord-85232b6568da4e54bd68271e74384ba9
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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