反应详情

温度

0 °C

tert-Butyl 4-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate (38.10 g, 65.95 mmol) was dissolved in CH2Cl2 (500 mL) and cooled to 0° C. TFA (25.40 ml, 329.7 mmol) was added over 5 minutes, keeping the internal temperature below 12° C. The reaction was then warmed to ambient temperature and stirred for 1 hour. More TFA (75 mL, 990 mmol) was added and the reaction was stirred for 2 hours. The reaction was concentrated and redissolved in 10% methanol in dichloromethane (450 mL) and saturated sodium bicarbonate was slowly added. The mixture was stirred for 1 hour and filtered. The solids were washed with water and dried in a vacuum oven to give N-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-yl)-3-(piperidin-4-yl)-1,2,4-thiadiazol-5-amine (29.7 g, 62.19 mmol, 94.29% yield).

1. customthe internal temperature below 12° C
2. temperatureThe reaction was then warmed to ambient temperature
3. stirringthe reaction was stirred for 2 hours
4. concentrationThe reaction was concentrated
5. dissolutionredissolved in 10% methanol in dichloromethane (450 mL)
6. additionsaturated sodium bicarbonate was slowly added
7. stirringThe mixture was stirred for 1 hour
8. filtrationfiltered
9. washThe solids were washed with water
10. customdried in a vacuum oven