反应详情

温度

80 °C

A mixture of 4-bromo-2-methylpyridine (25.0 g, 145 mmol), 2-fluoropyridin-3-ylboronic acid (22.5 g, 160 mmol), Pd(PPh3)2Cl2 (5.10 g, 7.27 mmol), and sodium carbonate (46.2 g, 436 mmol) in 1,2-dimethoxyethane:ethanol:water (7:2:0.75, 292.5 ml total volume) was heated to 80° C. for 4 h. After cooling to room temperature, the mixture was diluted with saturated aqueous sodium bicarbonate solution and water, then extracted with dichloromethane (3×). The combined organic extracts were then extracted with 2 N aqueous HCl solution (4×). The combined aqueous layers were washed with dichloromethane, then the pH was raised to 10 with 10 N NaOH. The resulting suspension was extracted with dichloromethane (3×). The combined extracts were concentrated in vacuo to give 2-fluoro-3-(2-methylpyridin-4-yl)pyridine (22.14 g, 118 mmol, 81% yield).

1. temperatureAfter cooling to room temperature
2. extractionextracted with dichloromethane (3×)
3. extractionThe combined organic extracts were then extracted with 2 N aqueous HCl solution (4×)
4. washThe combined aqueous layers were washed with dichloromethane
5. temperaturethe pH was raised to 10 with 10 N NaOH
6. extractionThe resulting suspension was extracted with dichloromethane (3×)
7. concentrationThe combined extracts were concentrated in vacuo