反应详情

温度

190 °C

A mixture of 4-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]-5-(trifluoromethyl)-1H-pyrazole (Example 1, step 3) (0.10 g), 4.2 g of bromoacetonitrile and 3 mL of toluene was heated at reflux for 2 hours. Toluene was distilled off and the mixture was heated at 190° C. for 24 hours. The reaction mixture was diluted with methylene chloride and filtered through silica gel. The filtrate was concentrated in vacuo and the residue was purified by HPLC (30% ethyl acetate-hexane). The second fraction eluted with 40% ethyl acetate-hexane yielding 1-cyanomethyl-4-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]-5-(trifluoromethyl)-1H-pyrazole (12 mg, 11%): mp 192°-194° C.

1. temperaturewas heated
2. temperatureat reflux for 2 hours
3. distillationToluene was distilled off
4. additionThe reaction mixture was diluted with methylene chloride
5. filtrationfiltered through silica gel
6. concentrationThe filtrate was concentrated in vacuo
7. customthe residue was purified by HPLC (30% ethyl acetate-hexane)
8. washThe second fraction eluted with 40% ethyl acetate-hexane