2-Phenyl-5-trifluoromethyl-2H-pyrazol-3-ol → alpha-hydroxy-2,5-dihydro-5-oxo-1-phenyl-alpha-trifluoromethyl-3-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester

HRID 424911

Reaction equation

[C:1]1([N:7]2[C:11](=[O:12])[CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:17][C:18]([F:26])([F:25])[C:19](=[O:24])[C:20]([O:22][CH3:23])=[O:21]>C(Cl)(Cl)Cl>[CH3:23][O:22][C:20](=[O:21])[C:19]([OH:24])([C:18]([F:26])([F:25])[F:17])[C:10]1[C:11](=[O:12])[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[NH:8][C:9]=1[C:13]([F:15])([F:16])[F:14]

Participants

Conditions

Temperature: 80 °C

Procedure

To a chloroform solution (5 ml) of 1-phenyl-3-trifluoromethyl-5-pyrazolone (114 mg, 0.5 mmol), methyl trifluoropyruvate (78 mg, 0.5 mmol) was added at room temperature and the mixture was stirred at 80° C. for 2 hours. After removing the solvent under reduced pressure, the title compound was obtained as a colorless solid (172 mg).

Workup

customAfter removing the solvent under reduced pressure

Sources & evidence

ORD record: ord-27302a412d58438cace41fbc225521bf
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106086B2

Linked notes

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