4-(5-bromopyrimidin-2-yl)morpholine (2.01 g, 8.23 mmol), pinacol ester of bis(boronic acid) (3.8 g, 15 mmol), potassium acetate (2.5 g, 25 mmol) and Pd(dppf)Cl2 (0.61 g, 0.83 mmol) were mixed in 1,4-dioxane (30 mL). The reaction mixture was stirred at 90 °C overnight under nitrogen protection. After completion of the reaction, the mixture was cooled to room temperature and diluted with water (20 mL). The reaction mixture was extracted with dichloromethane (30 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (v/v = 7/3) as eluent to give a white solid product (0.4 g, 88% yield). m/z MS (ESI, cationic): 292.0 [M + 1]+.
