反应详情

温度

100 °C

A mixture of 5-chloro-1,3-dimethyl-4-nitro-1H-pyrazole (2.50 g, 14.3 mmol), 2-chloro-4-fluorophenylboronic acid (2.98 g, 17.2 mmol), cesium carbonate (5.58 g, 17.2 mmol) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloro-methane complex (1:1) (1.16 g, 1.43 mmol) in dioxane (50 mL) was heated at 100° C. for approximately 2.5 days. After cooling to room temperature, the reaction mixture was filtered through a pad of Celite® (diatomaceous earth) on a sintered glass frit funnel and the filtrate was concentrated under reduced pressure. The resulting material was dissolved in ethyl acetate and filtered through a plug of silica on a sintered glass frit funnel and the filtrate was concentrated under reduced pressure. The resulting material was purified by silica gel column chromatography (5 to 40% gradient of ethyl acetate in hexanes as eluant) to provide the title compound (0.32 g).

1. temperatureAfter cooling to room temperature
2. filtrationthe reaction mixture was filtered through a pad of Celite® (diatomaceous earth) on a sintered glass frit funnel
3. concentrationthe filtrate was concentrated under reduced pressure
4. dissolutionThe resulting material was dissolved in ethyl acetate
5. filtrationfiltered through a plug of silica on a sintered glass frit funnel
6. concentrationthe filtrate was concentrated under reduced pressure
7. customThe resulting material was purified by silica gel column chromatography (5 to 40% gradient of ethyl acetate in hexanes as eluant)