反应详情

8.1 g of Na2CO3 (76 mmol), 3.5 g of 6-methylpyridin-3-ylboronic acid (11) (25 mmol), and 0.97 g of Pd(PPh3)4 were added to 4.9 g of compound (8) (28 mmol) prepared in Example 5 dissolved in 100 mL of 1,2-dimethoxyethane and 100 mL of distilled water, and refluxed under heating and stirring for 18 hours. The mixture was cooled to room temperature, and concentrated about 50% under reduced pressure. The aqueous layer was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate, concentrated under reduced pressure. The residue was separated by column chromatography (eluting solvent: ethyl acetate/hexane=1/4) to obtain 5.2 g of 3-chloro-6′-methyl-5-vinyl-2,3′-bipyridine (yield 90%).

1. temperatureunder heating
2. concentrationconcentrated about 50% under reduced pressure
3. extractionThe aqueous layer was extracted with ethyl acetate
4. dry with materialthe organic layer was dried over magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was separated by column chromatography (eluting solvent: ethyl acetate/hexane=1/4)