反应详情

温度

60 °C

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethoxyphenyl)-4-iodopyrazole (5.489 g) in dimethylformamide (4 ml) at room temperature was added trimethylsilylacetylene (3.35 ml), cuprous iodide (0.116 g), bis(triphenylphosphine)palladium(II) chloride (0.228 g) and triethylamine (1 ml). The mixture was heated at 60° C. for 2.5 hours. Trimethylsilylacetylene (1.675 ml), cuprous iodide (0.058 g) and bis(triphenylphosphine)palladium(II) chloride (0.114 g) were then added and stirring and heating was continued for a further period of one hour. The cooled reaction mixture was diluted with water and extracted with ether. The ether extract was dried (MgSO4) and evaporated to give the crude product which was purified by column chromatography on silica gel eluted with dichloromethane/hexane. Combination and evaporation of suitable fractions followed by recrystallisation of their residue from dichloromethane/hexane provided the title compound as a pale yellow solid, m.p. 151.5-152.1° C.

1. temperatureheating
2. customThe cooled reaction mixture
3. extractionextracted with ether
4. extractionThe ether extract
5. dry with materialwas dried (MgSO4)
6. customevaporated
7. customto give the crude product which
8. customwas purified by column chromatography on silica gel
9. washeluted with dichloromethane/hexane
10. customCombination and evaporation of suitable fractions
11. customfollowed by recrystallisation of their residue from dichloromethane/hexane