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

HRID 1690578Notes

Reaction equation

HRID 1690578 reaction equation
C[O:2][C:3](=[O:40])[C:4]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]([C:23]2[N:24]([C:32]3[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=3)[N:25]=[C:26]3[C:31]=2[CH:30]=[CH:29][CH:28]=[CH:27]3)[CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:15])=[C:9]([F:39])[CH:8]=1)([CH3:6])[CH3:5].[OH-].[Li+]>C(OC(C)=O)(C)C.[Cl-].[Na+].O>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([N:24]2[C:23]([N:16]([CH:17]3[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]3)[C:14](=[O:15])[NH:13][C:10]3[CH:11]=[CH:12][C:7]([C:4]([CH3:6])([CH3:5])[C:3]([OH:40])=[O:2])=[CH:8][C:9]=3[F:39])=[C:31]3[C:26]([CH:27]=[CH:28][CH:29]=[CH:30]3)=[N:25]2)=[CH:33][CH:34]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 669056942-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-2-methyl-propionic acid methyl ester

Product 1

HCID 451113312-(4-{3-[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-2-methyl-propionic acid

Reagents, catalysts & solvents 1

HCID 131729614iPrOAc brineSolvent

Procedure

In analogy to the procedure described in example 2.2, 2-(4-{3-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-ureido}-3-fluoro-phenyl)-2-methyl-propionic 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=549.3 [M+H+].

Sources & evidence

ORD record
ord-94049d0cfbac4ecfa15f7b021d74a536
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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