反应详情

To 20 ml of a THF solution containing 1.9 g of 2-fluoro-4,5-dimethoxybenzaldehyde, 1.47 g of 4-amino-3-fluorobenzonitrile [CAS No. 63069-50-1], 6 g of MS3A, 640 mg of Yb(OTf)3, and 4 ml of trimethylsilyl cyanide were added under a nitrogen atmosphere. The resulting mixture was stirred at room temperature overnight and then filtered through celite. The filtrate was concentrated under reduced pressure, and ethyl acetate and water were added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was crudely purified by silica gel column chromatography (ethyl acetate-heptane) and then filtered through NH silica gel to give the title compound (1.0 g) as a light yellow solid.

1. filtrationfiltered through celite
2. concentrationThe filtrate was concentrated under reduced pressure, and ethyl acetate and water
3. additionwere added to the residue
4. extractionThe mixture was extracted with ethyl acetate
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customThe desiccating agent was removed by filtration
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe residue was crudely purified by silica gel column chromatography (ethyl acetate-heptane)
10. filtrationfiltered through NH silica gel