反应详情

To 6-chloro-pyridin-2-ylamine (537, 5.60 g, 0.0436 mol) in acetonitrile (300 mL) were added 4-chlorobenzaldehyde (40, 6.7 g, 0.048 mol), trifluoroacetic acid (13 mL, 0.17 mol) and triethylsilane (21 mL, 0.13 mol). The reaction was heated to reflux for 4 hours, then concentrated, poured into water, extracted with ethyl acetate, and washed with sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The filtrate was purified with silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give a white solid (538, 6.5 g, 59%). MS (ESI) [M+H+]+=255.1.

1. temperatureThe reaction was heated
2. temperatureto reflux for 4 hours
3. concentrationconcentrated
4. additionpoured into water
5. extractionextracted with ethyl acetate
6. washwashed with sodium bicarbonate and brine
7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. customThe filtrate was purified with silica gel column chromatography
11. washeluting with 20% to 100% ethyl acetate in hexane
12. customto give a white solid (538, 6.5 g, 59%)