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

HRID 1690556Notes

Reaction equation

HRID 1690556 reaction equation
C[O:2][C:3](=[O:37])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([N:13]([C:20]2[N:21]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)[N:22]=[C:23]3[C:28]=2[CH:27]=[CH:26][CH:25]=[CH:24]3)[CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:12])=[C:6]([Cl:36])[CH:5]=1.[OH-].[Li+]>C(OC(C)=O)(C)C.[Cl-].[Na+].O>[Cl:36][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:29]2[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=2)[N:22]=[C:23]2[C:28]=1[CH:27]=[CH:26][CH:25]=[CH:24]2)[CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1)=[O:12])[C:3]([OH:37])=[O:2]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 669053953-Chloro-4-{3-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-benzoic acid methyl ester

Product 1

HCID 451111753-Chloro-4-{3-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-benzoic acid

Reagents, catalysts & solvents 1

HCID 131729614iPrOAc brineSolvent

Procedure

In analogy to the procedure described in example 2.2, 3-chloro-4-{3-[2-(4-chloro-phenyl)-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 14 h at ambient temperature to give the title compound as yellow solid. MS: m/e=521.0 [M−H−].

Sources & evidence

ORD record
ord-a4275c530fcc406cbcb8d73f23883c87
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

Loading…