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

HRID 1690581Notes

Reaction equation

HRID 1690581 reaction equation
C[O:2][C:3](=[O:37])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([NH:11][C:12]([N:14]([C:21]2[N:22]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)[N:23]=[C:24]3[C:29]=2[CH:28]=[CH:27][CH:26]=[CH:25]3)[CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:13])[CH:5]=1.[OH-].[Li+]>C(OC(C)=O)(C)C.[Cl-].[Na+].O>[Cl:36][C:33]1[CH:32]=[CH:31][C:30]([N:22]2[C:21]([N:14]([CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)[C:12](=[O:13])[NH:11][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=3[CH3:10])[C:3]([OH:37])=[O:2])=[C:29]3[C:24]([CH:25]=[CH:26][CH:27]=[CH:28]3)=[N:23]2)=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 669058433-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-4-methyl-benzoic acid methyl ester

Product 1

HCID 451114803-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-4-methyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 131729614iPrOAc brineSolvent

Procedure

In analogy to the procedure described in example 2.2, 3-{3-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-4-methyl-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=503.3 [M+H+].

Sources & evidence

ORD record
ord-2626dce984144a80971c608122c16785
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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