反应详情

6-fluoropyridin-3-amine (1.12 g, 10 mmol), sodium azide (0.98 g, 15 mmol) and trimethylorthoformate (1.7 g, 16 mmol) were added to acetic acid (20 mL), and stirred at room temperature over night. The reaction was heated to 120° C. reflux for 7 hours. The reaction was cooled down to room temperature, poured into ice water (50 mL), extracted with ethyl acetate (50 mL), second wash with sodium hydroxide (1N, 20 mL). The organic phase was dried by magnesium sulfate, filtered, concentrated and purified by column chromatography through a 80 gram Analogix™ silica gel cartridge eluting with 50% ethyl acetate/hexanes to give the title compound as a white solid.

1. temperatureThe reaction was heated to 120° C.
2. temperaturereflux for 7 hours
3. temperatureThe reaction was cooled down to room temperature
4. extractionextracted with ethyl acetate (50 mL)
5. washsecond wash with sodium hydroxide (1N, 20 mL)
6. dry with materialThe organic phase was dried by magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated
9. custompurified by column chromatography through a 80 gram Analogix™ silica gel cartridge
10. washeluting with 50% ethyl acetate/hexanes