反应详情

温度

-78 °C

To a solution of diisopropylamine (2.08 g) in THF (50 mL) was added 1.6 M n-BuLi in hexane (12.3 mL) at −5° C. The mixture was stirred for 15 min. The mixture was cooled to −78° C., and a solution of 3-fluoropyridine (1.74 g) in THF (10 mL) was added. The mixture was stirred for 1 h. To the mixture was added a solution of 5-(benzyloxy)-N-methoxy-N-methylpicolinamide (4.87 g) in THF (5 mL). The mixture was stirred at −78° C. for 2 h. The mixture was quenched with saturated NH4Cl aqueous solution at −78° C. and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (2.87 g).

1. stirringThe mixture was stirred for 1 h
2. stirringThe mixture was stirred at −78° C. for 2 h
3. customThe mixture was quenched with saturated NH4Cl aqueous solution at −78° C.
4. extractionextracted with AcOEt
5. customThe organic layer was separated
6. washwashed with brine
7. dry with materialdried over Na2SO4
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)