反应详情

温度

120 °C

3-Hydroxypyridine sodium salt (Acros, 7.23 g, 61.7 mmol) was added to a solution of tert-butyl tetrahydro-3-oxo-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate (5.00 g, 20.6 mmol) in DMF (50 mL). The reaction mixture was heated to 120° C. for 60 h. Upon cooling to rt, the reaction mixture was concentrated under reduced pressure. The material was dissolved in H2O (100 mL) and was extracted with EtOAc (3×150 mL). The combined organics were washed with 1 N NaOH (3×200 mL) and brine (200 mL), dried over dried over Na2SO4, filtered, and concentrated under reduced pressure. Recrystallization from EtOAc/Hexanes (1:4) gave 3.068 g (51%) of the desired product as an off-white solid.

1. temperatureUpon cooling to rt
2. concentrationthe reaction mixture was concentrated under reduced pressure
3. dissolutionThe material was dissolved in H2O (100 mL)
4. extractionwas extracted with EtOAc (3×150 mL)
5. washThe combined organics were washed with 1 N NaOH (3×200 mL) and brine (200 mL)
6. customdried
7. dry with materialover dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customRecrystallization from EtOAc/Hexanes (1:4)