Sodium Hydroxide → HCID 59580006, compound

HRID 2279651Notes

Reaction equation

HRID 2279651 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[N:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[N:8][C:7]=1[C:17]([F:20])([F:19])[F:18])=[O:5])C.[OH-].[Na+]>CO.O>[N:16]1[CH:15]=[CH:14][CH:13]=[N:12][C:11]=1[C:9]1[S:10][C:6]([C:4]([OH:5])=[O:3])=[C:7]([C:17]([F:19])([F:20])[F:18])[N:8]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 59579876HCID 59579876, compound

Product 1

HCID 59580006HCID 59580006, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-pyrimidin-2-yl-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester (1.6 g) and sodium hydroxide (1.2 g) in MeOH (10 mL) and water (3 mL) is heated at 50° C. with stirring for 30 min, cooled and evaporated. The residue is acidified with citric acid solution and extracted with EtOAc six times. The combined extracts are washed once with brine, dried over Na2SO4 and concentrated to give the title compound as a solid.

Workup

  1. temperaturecooled
  2. customevaporated
  3. extractionextracted with EtOAc six times
  4. washThe combined extracts are washed once with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-02dfca3419d748ae88c90c15391661e5
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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