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

HRID 424917

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]2[C:13](=[O:14])[CH:12]=[C:11]([CH3:15])[NH:10]2)[CH:6]=[CH:7][CH:8]=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:12]1[C:13](=[O:14])[N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[NH:10][C:11]=1[CH3:15]

Participants

Conditions

Temperature: 80 °C

Procedure

To a chloroform solution (5 ml) of 1-(3-methoxyphenyl)-3-methyl-5-pyrazolone (102 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 pale yellow solid (180 mg).

Workup

customAfter removing the solvent under reduced pressure

Sources & evidence

ORD record: ord-402bb15c00e54e0f9a407b31bc28e1f8
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106086B2

Linked notes

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