反应详情

温度

100 °C

A suspension of 5-bromo-2-(cyclohexylmethyl)-3-methylpyrimidin-4(3H)-one (0.047 g, 0.165 mmol), 4-(benzyloxy)-3-fluorophenylboronic acid (0.049 g, 0.198 mmol), Pd(PPh3)4 (0.009 g, 0.008 mmol) and lithium chloride (0.028 g, 0.659 mmol) in dioxane (1 mL) and 2 M aqueous Na2CO3 (1 mL) was stirred at 100° C. for 1 hour. The reaction mixture was cooled to room temperature and then partitioned between EtOAc and H2O. The layers were separated and the aqueous layer was re-extracted with EtOAc (1×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The crude product was purified by flash column chromatography, eluting with 10:1 CH2Cl2/EtOAc. The product was obtained (0.048 g; 72%) as an off-white solid. LRMS (APCI pos) m/e 407 (M+1).

1. temperatureThe reaction mixture was cooled to room temperature
2. custompartitioned between EtOAc and H2O
3. customThe layers were separated
4. extractionthe aqueous layer was re-extracted with EtOAc (1×)
5. dry with materialThe combined organic layers were dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude product was purified by flash column chromatography
9. washeluting with 10:1 CH2Cl2/EtOAc
10. customThe product was obtained (0.048 g; 72%) as an off-white solid