Sodium Hydroxide → 3-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}propionic acid

HRID 423272Notes

Reaction equation

HRID 423272 reaction equation
C([O:3][C:4](=[O:37])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]2[C:17]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:15])=[C:9]([C:32](=[O:36])[N:33]([CH3:35])[CH3:34])[CH:8]=1)C.[OH-].[Na+]>C(O)C>[CH3:35][N:33]([CH3:34])[C:32]([C:9]1[CH:8]=[C:7]([CH2:6][CH2:5][C:4]([OH:37])=[O:3])[CH:12]=[CH:11][C:10]=1[NH:13][C:14]([C:16]1[C:17]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:24][CH:23]=2)=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:15])=[O:36]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 666768013-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}propionic acid ethyl ester

Product 1

HCID 666765733-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}propionic acidYield 92.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-{3-Dimethylcarbamoyl-4-[(4′-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}propionic acid ethyl ester (0.843 g) was dissolved in ethanol (4 mL), and 4N aqueous sodium hydroxide (1 mL) was added thereto. The mixture was stirred at room temperature for 2 hours, concentrated, acidified with 1N hydrochloric acid, and extracted with ethyl acetate. The extract was washed with water and concentrated to give the title compound (0.740 g) as a colorless solid.

Workup

  1. concentrationconcentrated
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f7abfafe3523464b8e431402697bb3af
Source dataset
uspto-grants-2012_01
Patent number
US08101774B2

Reaction notes

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