Lithium Hydroxide → 4'-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-2-carboxylic acid

HRID 2092419Notes

Reaction equation

HRID 2092419 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[O:21][N:20]=[C:19]([CH3:22])[C:18]=3[NH:23][C:24]([O:26][CH:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Cl:35])[CH3:28])=[O:25])=[CH:13][CH:12]=2)=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:4].[Li+].[OH-]>CO>[Cl:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[CH:27]([O:26][C:24]([NH:23][C:18]1[C:19]([CH3:22])=[N:20][O:21][C:17]=1[C:14]1[CH:15]=[CH:16][C:11]([C:6]2[C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=[CH:8][CH:7]=2)=[CH:12][CH:13]=1)=[O:25])[CH3:28]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 673525824'-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-2-carboxylic acid methyl ester

Product 1

HCID 462399084'-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 4′-{4-[1-(2-chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-2-carboxylic acid methyl ester (0.2 μmol) in methanol was added 1N aqueous LiOH (2 mL) and stirred overnight at room temperature. The solution was stirred at 40° C. for 3 days. The mixture was purified by preparative HPLC to give the title compound.

Workup

  1. stirringThe solution was stirred at 40° C. for 3 days
  2. customThe mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-a14f68c024a34efebf12b84bcdb01478
Source dataset
uspto-grants-2013_05
Patent number
US08440707B2

Reaction notes

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