反应详情

温度

0 °C

To a slurry of 60% of sodium hydride (224 mg, 5.6 mmol) in THF (10 mL) at 0° C. was added 1A (1.72 g, 4.8 mmol) in several portions over 10 min. The reaction mixture was then brought to RT for 20 min, then cooled again at 0° C. A suspension of tert-butyl 3-formylpyridin-4-ylcarbamate (889 mg, 4 mmol) in THF (10 mL) was added over 10 min at 0° C., then the reaction was warmed up to RT. After stirring for 20 min, the reaction was quenched with water (40 mL). The aqueous layer was extracted with EtOAc (50 mL×3). The combined EtOAc extracts were dried (Na2SO4), filtered and concentrated. The resulting residue was purified by silica gel (40 g) column chromatography eluting with a gradient of EtOAc (20-100%) in hexane to give the title compound as an white foam (1 g, 58%). LC/MS (method A): retention time=2.65 min, (M+H)+=428.

1. additionwas added over 10 min at 0° C.
2. temperaturethe reaction was warmed up to RT
3. customthe reaction was quenched with water (40 mL)
4. extractionThe aqueous layer was extracted with EtOAc (50 mL×3)
5. dry with materialThe combined EtOAc extracts were dried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated
8. customThe resulting residue was purified by silica gel (40 g) column chromatography
9. washeluting with a gradient of EtOAc (20-100%) in hexane