反应详情

To a 250 mL round-bottomed flask was added 4-(pyridin-3-yl)benzaldehyde (4 g, 21.8 mmol), methyl 2-aminothiazole-5-carboxylate (3.45 g, 21.83 mmol) and acetic acid (0.375 ml, 6.55 mmol) in toluene (109 ml). The reaction mixture was heated at reflux under Dean-Stark conditions for 3 hours, cooled to room temperature, and the volatiles were removed by rotary evaporation. Methanol was added, the solution was cooled to 0° C., and sodium borohydride (1.322 g, 34.9 mmol) was carefully added. The reaction was stirred at 0° C. for 15 minutes and allowed to warm to room temperature while stirring for an additional 2 hour. The solids were filtered off, washed with water and dried under high vacuum to give the title compound which was used in the next step without further purification.

1. temperatureThe reaction mixture was heated
2. temperatureat reflux under Dean-Stark conditions for 3 hours
3. customthe volatiles were removed by rotary evaporation
4. additionMethanol was added
5. temperaturethe solution was cooled to 0° C.
6. temperatureto warm to room temperature
7. stirringwhile stirring for an additional 2 hour
8. filtrationThe solids were filtered off
9. washwashed with water
10. customdried under high vacuum