反应详情

温度

85 °C

A mixture of 5-amino-4-(3-bromobenzoyl)-1-(4-fluorophenyl)pyrazole (0.9 g, 2.5 mmol) [prepared as described in Example 1 above], pyridine-3-boronic acid, 1,3-propanediol cyclic ester (0.5 g, 3 mmol), potassium phosphate (0.8 g, 3.73 mmol) and tetrakistriphosphine palladium (0.3 g, 0.25 mmol) in dioxane (20 ml) was heated at 85° C. under argon. After 16 h, the reaction mixture was cooled to room temperature and poured into brine. The product was extracted into ethyl acetate, dried over sodium sulfate and filtered. The organic layer was removed in vacuo and the residue was purified by flash chromatography (elution gradient: 40-80% ethyl acetate/hexane) to give 5-amino-1-(4-fluorophenyl)-4-[3-(pyridin-3-yl)benzoyl]pyrazole (0.50 g) which was recrystallized from ethyl acetate (mpt. 222.2-223.0).

1. temperaturethe reaction mixture was cooled to room temperature
2. extractionThe product was extracted into ethyl acetate
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. customThe organic layer was removed in vacuo
6. customthe residue was purified by flash chromatography (elution gradient: 40-80% ethyl acetate/hexane)