反应详情

To a solution of 1,3-dibenzyl-5-bromo-6-chloropyrimidine-2,4(1H,3H)-dione (6.0 g, 14.8 mmol) in toluene (50 mL) at room temperature under argon was added 4-chlorophenylboronic acid (7.0 g, 44.77 mmol), tetrakis(triphenylphosphine)palladium (1.03 g, 0.89 mmol), and a solution of Na2CO3 (4.7 g, 44.34 mmol) in water (10 ml). The resulting suspension was stirred at reflux under argon for 6 h. After the reaction mixture was cooled to room temperature, water (50 mL) and EtOAc (75 mL) were added. The layers were separated. The organic layer was dried (MgSO4), filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluted 15% ethyl acetate-hexanes to obtain 7.2 g of the title compound as a white solid. HPLC/MS (MeOH-water with 10 mM NH4OAc): retention time=4.241 min, [M+H]30 =513.

1. temperatureat reflux under argon for 6 h
2. customThe layers were separated
3. dry with materialThe organic layer was dried (MgSO4)
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe crude product was purified by silica gel column chromatography
7. washeluted 15% ethyl acetate-hexanes