反应详情

温度

80 °C

In a 100 mL round-bottomed flask was placed 3-[2-chloro-6-(4-nitro-phenyl)-pyrimidin-4-yl]-8-oxa-3-aza-bicyclo[3.2.1]octane (14, 110 mg, 0.32 mmol) in dioxane (5 ml). 8-Oxa-3-azabicyclo[3.2.1]octane, HCl (2, 0.15 g, 1 mmol) and triethylamine (0.28 ml, 2 mmol) were added. The mixture was stirred at 80° C. for 16 hours. DIPEA was added (0.3 mL) and stirring was continued at 80° C. for 64 hours. The reaction mixture was diluted with ethyl acetate and washed with sat NaHCO3. The solids between the organic phase and aqueous phase were dissolved in dichloromethane and washed with saturated NaHCO3. The combined organic phases were dried over MgSO4, filtered and concentrated. The crude product was added to a silica gel column and eluted with ethyl acetate in hexanes (10-40%) to give 89 mg of the title compound (0.21 mmol, 65%).

1. customIn a 100 mL round-bottomed flask was placed
2. stirringstirring
3. waitwas continued at 80° C. for 64 hours
4. washwashed
5. dissolutionThe solids between the organic phase and aqueous phase were dissolved in dichloromethane
6. washwashed with saturated NaHCO3
7. dry with materialThe combined organic phases were dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. additionThe crude product was added to a silica gel column
11. washeluted with ethyl acetate in hexanes (10-40%)