反应详情

温度

110 °C

5-(3-Fluoro-4-methoxyphenyl)-3-methyl-2-methylthio-3H-pyrimidin-4-one (Step 4, 10.05 g, 35.85 mmol) was suspended in glacial HOAc (60 mL) and HBr (240 mL, 48%) was added. The reaction was put in an oil bath (110° C.) and stirred for 1.5 h. The reaction was heated to 120° C. and stirred for an additional 1.5 h, and which time LCMS showed very little starting material. The reaction was cooled to 0° C., and EtOAc (300 mL) was added. Saturated NaHCO3 (0.2 L) was added, the reaction was transferred to a 2 L Erlenmeyer flask, and 0.83 L saturated NaHCO3 was added. The reaction was stirred overnight, then more NaHCO3 (300 mL) and 5 N NaOH (100 mL) was added, and the reaction was stirred for 30 min then filtered. The solid was collected while the pH of the filtrate was adjusted to about 5 using 5 N NaOH and filtered again. The solid from both filtrations was combined and dried in vacuo to give title compound. MS (ESI pos. ion) m/z: 267. Calc'd for C12H11FN2O2S Mol. Wt.: 266.05.

1. customThe reaction was put in an oil bath
2. temperatureThe reaction was heated to 120° C.
3. stirringstirred for an additional 1.5 h
4. temperatureThe reaction was cooled to 0° C.
5. additionwas added
6. stirringThe reaction was stirred overnight
7. stirringthe reaction was stirred for 30 min
8. filtrationthen filtered
9. customThe solid was collected while the pH of the filtrate
10. filtrationfiltered again
11. filtrationThe solid from both filtrations
12. customdried in vacuo