反应详情

温度

150 °C

To a microwave vial was added 1,3-cyclopentadione (0.5 g, 5.1 mmol), 6-Chloro-2-(4-chloro-phenyl)-5-methyl-1,6-dihydro-pyrimidine (1.04 g, 4.3 mmol), palladium acetate (58 mg, 0.26 mmol), 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (183 mg, 0.38 mmol), potassium phosphate tribasic (2.49 g, 11.7 mmol) and 1,4-dioxane (10 ml). This was heated in the microwave for 30 minutes at 150° C. on a normal setting with a pre-stir of 25 seconds. The resulting slurry was diluted with ethyl acetate (10 ml) and 2M hydrochloric acid (10 ml) before filtering through celite. The filter cake was washed with further ethyl acetate (10 ml) and 2M hydrochloric acid (10 ml). The resulting biphasic mixture was separated and the aqueous layer was extracted with further ethyl acetate (2×10 ml). The combined organic layers were then dried with magnesium sulphate, filtered and stripped to dryness to yield a dark yellow solid. This was purified by normal phase chromatography (gradient system of 100% dichloromethane−5% methanol:dichloromethane) to give 2-[2-(4-Chloro-phenyl)-5-methyl-pyrimidin-4-yl]-cyclopentane-1,3-dione as a yellow solid (348 mg, 1.16 mmol, 22% yield).

1. filtrationbefore filtering through celite
2. washThe filter cake was washed with further ethyl acetate (10 ml) and 2M hydrochloric acid (10 ml)
3. customThe resulting biphasic mixture was separated
4. extractionthe aqueous layer was extracted with further ethyl acetate (2×10 ml)
5. dry with materialThe combined organic layers were then dried with magnesium sulphate
6. filtrationfiltered
7. customto yield a dark yellow solid
8. customThis was purified by normal phase chromatography (gradient system of 100% dichloromethane−5% methanol:dichloromethane)