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

HRID 424909

Reaction equation

[CH:1]1([C:4]2[NH:5][N:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:7](=[O:9])[CH:8]=2)[CH2:3][CH2:2]1.[F:16][C:17]([F:25])([F:24])[C:18](=[O:23])[C:19]([O:21][CH3:22])=[O:20]>C(Cl)(Cl)Cl>[CH3:22][O:21][C:19](=[O:20])[C:18]([OH:23])([C:17]([F:25])([F:24])[F:16])[C:8]1[C:7](=[O:9])[N:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[NH:5][C:4]=1[CH:1]1[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 80 °C

Procedure

To a chloroform solution (5 ml) of 3-cyclopropyl-1-phenyl-5-pyrazolone (100 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 (178 mg).

Workup

customAfter removing the solvent under reduced pressure

Sources & evidence

ORD record: ord-bc90968e13994b3ba137de9c5efb7ee7
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106086B2

Linked notes

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