反应详情

温度

105 °C

A 350-mL sealed tube equipped with a magnetic stirring bar was charged with 3,5-dibromo-1-methyl-1H-pyridin-2-one (3.2 g, 0.012 mol), 5-ethyl-1H-pyrazol-3-amine (2.0 g, 0.018 mol), Pd2(dba)3 (0.55 g, 0.60 mmol), 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene (0.49 g, 0.00084 mol), Cs2CO3 (7.8 g, 0.024 mol), and 1,4-dioxane (80 mL). After the reaction mixture was stirred at 105° C. for 16 h, it was cooled to room temperature, partitioned between dichloromethane (50 mL) and water (30 mL), and the organic phases were extracted with dichloromethane (30 mL×3). The combined organic phases were washed with water (30 mL×2) and brine (20 mL×1), dried (Na2SO4), and filtered through a pad of Celite, and the resulting filtrated was concentrated. To the crude product were added dichloromethane (20 mL) and ether (100 mL). The mixture was sonicated for 10 min., and the resulting precipitates were filtered to give 42% yield (1.5 g) of 5-bromo-3-(5-ethyl-1H-pyrazol-3-ylamino)-1-methylpyridin-2(1H)-one (125a) as a solid.

1. customA 350-mL sealed tube
2. customequipped with a magnetic stirring bar
3. temperatureit was cooled to room temperature
4. custompartitioned between dichloromethane (50 mL) and water (30 mL)
5. extractionthe organic phases were extracted with dichloromethane (30 mL×3)
6. washThe combined organic phases were washed with water (30 mL×2) and brine (20 mL×1)
7. dry with materialdried (Na2SO4)
8. filtrationfiltered through a pad of Celite
9. filtrationthe resulting filtrated
10. concentrationwas concentrated
11. additionTo the crude product were added dichloromethane (20 mL) and ether (100 mL)
12. customThe mixture was sonicated for 10 min.
13. customthe resulting precipitates
14. filtrationwere filtered