反应详情

To a suspension of sodium hydride in oil (2.35 g) in dimethylsulfoxide (100 ml) was added portionwise, under ice-cooling, trimethylsulfoxonium iodide (13.5 g), and the mixture was stirred at room temperature for 30 minutes to give a uniform solution. To the reaction solution was added dropwise a solution of 1-(4-pyridyl)-4-piperidinone (9.0 g) in dimethylsulfoxide (20 ml), under ice-cooling, and the mixture was stirred at room temperature for 2 hours. To the reaction solution were added 4-benzyloxycarbonyl-2-oxo-1,2,3,4-tetrahydropyrazine (11.8 g), potassium t-butoxide (1.7 g) and t-butanol (200 ml), and the mixture was stirred at 80° C. for 15 hours. The reaction solution was concentrated, and to the residue was added water. The mixture was extracted with dichloromethane, washed with brine, dried and concentrated, and the resulting residue was purified with silica gel column chromatography (dichloromethane:methanol containing 10% ammonia solution=20:1) to give colorless amorphous of the title compound (6.93 g).

1. additionwas added portionwise, under ice-
2. temperaturecooling
3. customto give a uniform solution
4. temperatureunder ice-cooling
5. stirringthe mixture was stirred at 80° C. for 15 hours
6. concentrationThe reaction solution was concentrated
7. additionto the residue was added water
8. extractionThe mixture was extracted with dichloromethane
9. washwashed with brine
10. customdried
11. concentrationconcentrated
12. customthe resulting residue was purified with silica gel column chromatography (dichloromethane:methanol containing 10% ammonia solution=20:1)