反应详情

温度

180 °C

To 2-bromo-3-methoxy-6-methylpyridine (0.2 g, 1.0 mmol), 3-chlorophenylboronic acid (1) (0.19 g, 1.2 mmol), PPh3 (0.13 g, 0.5 mmol), K2CO3 (0.06 g, 0.4 mmol) and Pd(OAc)2 (0.03 g, 0.12 mmol) was added dioxane (3 mL), and EtOH—H2O (1:1, 1.5 mL). Ar gas was bubbled through the stirred reaction for 5 min. The reaction was stirred at 180° C. for 15 m using microwave oven (Biotage Intiator II). The reaction was cooled to room temperature, concentrated, and H2O and dichloromethane (40 mL each) were added. The organic layer was separated and the aqueous layer was extracted with dichloromethane (2×25 mL). The combined organic extracts were dried with Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using 1:1 dichloromethane-hexanes then dichloromethane to afford 0.19 g (81%) of I-243 as a viscous liquid.

1. customAr gas was bubbled through the stirred reaction for 5 min
2. temperatureThe reaction was cooled to room temperature
3. concentrationconcentrated
4. additionH2O and dichloromethane (40 mL each) were added
5. customThe organic layer was separated
6. extractionthe aqueous layer was extracted with dichloromethane (2×25 mL)
7. dry with materialThe combined organic extracts were dried with Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified by silica gel column chromatography
11. customdichloromethane to afford 0.19 g (81%) of I-243 as a viscous liquid