反应详情

温度

24 °C

To a stirred solution of N-[1-fluoromethyl-2-(2,4,6-trichlorophenyl)-ethyl]-O-methyl-hydroxylamine (0.20 g; 0.70 mmol), prepared as described in example P6f2 and triethylamine (0.12 ml; 0.84 mmol) in dichloromethane (1.6 ml) under nitrogen at 4° C. was added dropwise 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbonyl chloride (0.15 g; 0.70 mmol). The reaction mixture was stirred at 24° C. for 3 h under nitrogen. Triethylamine (0.19 ml; 1.4 mmol) was added again to the mixture followed by 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbonyl chloride (74 mg; 0.35 mmol). The mixture was stirred at 24° C. for 18 h. The mixture was washed with 1M sodium hydroxide (20 ml), 1M hydrochloric acid (20 ml) and brine (20 ml). Organics were dried over sodium sulfate. The solvent was removed in vacuo. The crude was subject to flash chromatography (eluant: c-hexane/ethyl acetate 90:10 to 50:50) to afford 0.17 g (51% of theory) of 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid [1-fluoromethyl-2-(2,4,6-trichlorophenyl)-ethyl]-methoxy-amide as a yellow solid (melting point: 131-133° C.).

1. stirringThe mixture was stirred at 24° C. for 18 h
2. washThe mixture was washed with 1M sodium hydroxide (20 ml), 1M hydrochloric acid (20 ml) and brine (20 ml)
3. dry with materialOrganics were dried over sodium sulfate
4. customThe solvent was removed in vacuo