反应详情

5-(5-chloro-4-hydroxypyrimidin-2-ylamino)-2-cyclopropylbenzonitrile, containing 1.2 equivalents of p-toluenesulfonic acid (1.00 g, 2.03 mmol) was weighed out and added to a flask with a magnetic stir bar. This was suspended in 11 mL POCl3 and the reaction was heated at reflux for 3 hours. This was evaporated, then quenched with cold 10% aqueous Na2CO3. The mixture was extracted 4 times with ethyl acetate and the combined organic layer was dried over sodium sulfate. This was filtered, concentrated onto a plug of silica, and purified by column chromatography. Pure product was concentrated and dried on the high vacuum to give 493 mg of 5-(4,5-dichloropyrimidin-2-ylamino)-2-cyclopropylbenzonitrile (80% yield, accounting for the mass of p-toluenesulfonic acid present in the starting material).

1. additionadded to a flask with a magnetic stir bar
2. temperaturethe reaction was heated
3. temperatureat reflux for 3 hours
4. customThis was evaporated
5. customquenched with cold 10% aqueous Na2CO3
6. extractionThe mixture was extracted 4 times with ethyl acetate
7. dry with materialthe combined organic layer was dried over sodium sulfate
8. filtrationThis was filtered
9. concentrationconcentrated onto a plug of silica
10. custompurified by column chromatography
11. concentrationPure product was concentrated
12. customdried on the high vacuum