反应详情

温度

65 °C

A suspension of 2-mercapto-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (intermediate 7, 8.8 g, 40 mmol) in a mixed solvent of dimethylformamide (30 ml) and 1,2-dichloroethane (30 ml) was added to phosphorus oxychloride (11.2 ml, 120 mmol), and the mixture was stirred at 65° C. for 50 minutes. The solution was poured into ice-cooled dichloromethane (300 ml), water was added to the solution, and the mixture was vigorously stirred for 5 minutes. Aqueous sodium carbonate solution (25.4 g, 240 mmol, in water (100 ml)) was added and the pH was adjusted to 8 with saturated aqueous sodium hydrogen carbonate solution. Aqueous sodium hypochlorite solution (5% in water, 120 ml) was added. After filtration with celite, the organic layer was extracted twice with dichloromethane, and washed with saturated aqueous sodium bicarbonate solution and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluent; ethyl acetate/hexane=1/1) and washed with diethyl ether to give 2-chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (intermediate 1) as a pale-yellow solid (2.2 g, 62%, purity 98.7%).

1. additionThe solution was poured into ice-
2. additionwas added to the solution
3. stirringthe mixture was vigorously stirred for 5 minutes
4. filtrationAfter filtration with celite
5. extractionthe organic layer was extracted twice with dichloromethane
6. washwashed with saturated aqueous sodium bicarbonate solution
7. dry with materialdried over sodium sulfate
8. customThe solvent was evaporated under reduced pressure
9. customthe obtained residue was purified by silica gel column chromatography (eluent; ethyl acetate/hexane=1/1)
10. washwashed with diethyl ether