反应详情

A solution of 2-bromo-3-methyl-4-chloro-pyridine (10.6 g, 57.1 mmol) in freshly distilled THF (120 mL) was cooled down to 0° C. and treated with isopropyl magnesium chloride (45.7 mL, 2.0 M in THF, 91.5 mmol). The resulting mixture was stirred at room temperature for 3 h then cooled to −5° C. Cyclopropane carboxaldehyde (6.83 mL, 91.5 mmol) was added. The reaction mixture was stirred at room temperature for 1 h and quenched by adding water (100 mL), and extracted with ethyl acetate (2×150 mL). The organic phase was separated, dried, and concentrated. The residue was purified by flash silica column chromatography (hexane:ethyl acetate, 3:1) to afford the title compound as a yellow oil (7.01 g, 62%).

1. temperaturethen cooled to −5° C
2. stirringThe reaction mixture was stirred at room temperature for 1 h
3. customquenched
4. additionby adding water (100 mL)
5. extractionextracted with ethyl acetate (2×150 mL)
6. customThe organic phase was separated
7. customdried
8. concentrationconcentrated
9. customThe residue was purified by flash silica column chromatography (hexane:ethyl acetate, 3:1)