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

HRID 1690533Notes

Reaction equation

HRID 1690533 reaction equation
C[O:2][C:3](=[O:36])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([N:13]([CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)[C:14]2[N:15]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:16]=[C:17]3[C:22]=2[CH:21]=[CH:20][CH:19]=[CH:18]3)=[O:12])=[C:6]([Cl:35])[CH:5]=1.[OH-].[Li+]>C1COCC1.CO>[Cl:35][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[NH:10][C:11]([N:13]([CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1)[C:14]1[N:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:16]=[C:17]2[C:22]=1[CH:21]=[CH:20][CH:19]=[CH:18]2)=[O:12])[C:3]([OH:36])=[O:2]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 669057223-Chloro-4-[3-cyclohexyl-3-(2-phenyl-2H-indazol-3-yl)-ureido]-benzoic acid methyl ester

Product 1

HCID 451108843-Chloro-4-[3-cyclohexyl-3-(2-phenyl-2H-indazol-3-yl)-ureido]-benzoic acid

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In analogy to the procedure described in example 2.2, 3-chloro-4-[3-cyclohexyl-3-(2-phenyl-2H-indazol-3-yl)-ureido]-benzoic acid methyl ester was treated with 1 N aqueous lithium hydroxide solution in THF/MeOH 1/1 for 16 h at ambient temperature to give the title compound as off-white solid. MS: m/e=489.3 [M+H+].

Sources & evidence

ORD record
ord-edbe67f714254477ac1b5ad6ff3452dc
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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