反应详情

温度

110 °C

5-amino-2-cyclopropylbenzonitrile (25.4 mmol; from the previous reaction) was transferred to a large reaction tube with magnetic stir bar in 250 mL isopropyl alcohol. 2,5-dichloropyrimidin-4-ol (4.20 g, 25.5 mmol) and p-toluenesulfonic acid monohydrate (14.50 g, 76.2 mmol) were weighed out and added. This was heated overnight at 110° C. After that time, it was allowed to cool to room temperature and an orange precipitate was filtered off. The filtrate was concentrated to half volume, and a second precipitate crashed out which was filtered off. Again, the filtrate was concentrated to half volume and a third precipitate crashed out which was filtered off. Finally, further concentration crashed out a fourth precipitate which was collected and washed with hexane. This was dried on high vacuum to give 5.63 g of 5-(5-chloro-4-hydroxypyrimidin-2-ylamino)-2-cyclopropylbenzonitrile as a tosylate salt, containing 1.2 equivalents of p-toluenesulfonic acid (45% yield).

1. customfrom the previous reaction)
2. additionadded
3. temperatureto cool to room temperature
4. filtrationan orange precipitate was filtered off
5. concentrationThe filtrate was concentrated to half volume
6. filtrationwas filtered off
7. concentrationAgain, the filtrate was concentrated to half volume
8. filtrationwas filtered off
9. concentrationFinally, further concentration
10. customwas collected
11. washwashed with hexane
12. customThis was dried on high vacuum