Hydrochloric Acid → 3-(2-Methyl-4-{[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-carbamoyl}-phenyl)-propionic acid

HRID 854565Notes

Reaction equation

HRID 854565 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:32])[NH:14][CH2:15][C:16]2[N:17]=[C:18]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)[O:19][C:20]=2[CH3:21])=[CH:9][C:8]=1[CH3:33])C.[OH-].[Na+].Cl>>[CH3:33][C:8]1[CH:9]=[C:10]([C:13](=[O:32])[NH:14][CH2:15][C:16]2[N:17]=[C:18]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:24][CH:23]=3)[O:19][C:20]=2[CH3:21])[CH:11]=[CH:12][C:7]=1[CH2:6][CH2:5][C:4]([OH:34])=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 694707913-(2-Methyl-4-{[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-carbamoyl}-phenyl)-propionic acid ethyl ester

Product 1

HCID 102383863-(2-Methyl-4-{[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-carbamoyl}-phenyl)-propionic acidYield 106.3%

Conditions

Temperature
50 °C

Procedure

To a solution of 3-(2-methyl-4-{[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-carbamoyl}-phenyl)-propionic acid ethyl ester (70 mg) in enthanol (1 mL) is added NaOH (5.0 N, 1.0 mL), the mixture is heated at 50° C. for 2 hrs, acidified with 5 N HCl, extracted with ethyl acetate, dried over sodium sulfate. Concentration gave the title compound (70 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. concentrationConcentration

Sources & evidence

ORD record
ord-b596328195a8454288d945836f6419c8
Source dataset
uspto-grants-2007_08
Patent number
US07259175B2

Reaction notes

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