Methyl 3,3,3-trifluoro-2-oxopropanoate → 3-ethyl-alpha-hydroxy-2,5-dihydro-5-oxo-1-phenyl-alpha-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester

HRID 424907

Reaction equation

[CH2:1]([C:3]1[NH:4][N:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6](=[O:8])[CH:7]=1)[CH3:2].[F:15][C:16]([F:24])([F:23])[C:17](=[O:22])[C:18]([O:20][CH3:21])=[O:19]>C(Cl)(Cl)Cl>[CH3:21][O:20][C:18](=[O:19])[C:17]([OH:22])([C:16]([F:24])([F:23])[F:15])[C:7]1[C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:4][C:3]=1[CH2:1][CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

To a chloroform solution (5 ml) of 3-ethyl-1-phenyl-5-pyrazolone (94 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-dab3f99666d946a989f96cb0bade1cd3
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106086B2

Linked notes

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