Sodium Hydroxide → HCID 86661388, compound

HRID 1630665Notes

Reaction equation

HRID 1630665 reaction equation
[F:1][C:2]([F:37])([F:36])[C:3]1[CH:4]=[C:5]([N:13]2[CH2:17][CH2:16][N:15]([C:18]3[CH:22]=[C:21]([C:23]([O:25]CC)=[O:24])[N:20]([C:28]4[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][N:29]=4)[N:19]=3)[C:14]2=[O:35])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH-].[Na+]>C(O)C>[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([N:13]2[CH2:17][CH2:16][N:15]([C:18]3[CH:22]=[C:21]([C:23]([OH:25])=[O:24])[N:20]([C:28]4[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][N:29]=4)[N:19]=3)[C:14]2=[O:35])[CH:4]=[C:3]([C:2]([F:37])([F:36])[F:1])[CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86661387HCID 86661387, compound

Product 1

HCID 86661388HCID 86661388, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

660 mg (1.20 mmol) of ethyl 3-{3-[3,5-bis(trifluoromethyl)phenyl]-2-oxoimidazolidin-1-yl}-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate were dissolved in 10 ml of ethanol, 72 mg (1.80 mmol) of 2N aqueous sodium hydroxide solution were added and the mixture was stirred at RT for 1 h. The solvent was distilled off under reduced pressure, the residue was taken up in water and the mixture was extracted once with methyl tert-butyl ether. The aqueous phase was then acidified with 2N hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. extractionthe mixture was extracted once with methyl tert-butyl ether
  3. extractionextracted three times with ethyl acetate
  4. dry with materialThe combined organic phases were dried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-73534ce62976467c969f354bdaf46a05
Source dataset
uspto-grants-2014_07
Patent number
US08791139B2

Reaction notes

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