反应详情

2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine (2.8 g, 9.06 mmol), 2-chloro-4-(2-fluorophenyl)pyridine (2.25 g, 10.84 mmol), tris(dibenzylideneacetone) palladium(0) (0.166 g, 0.181 mmol) and 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.297 g, 0.725 mmol) were charged into the reaction vessel with 200 mL of toluene. Potassium phosphate tribasic (6 g, 28.3 mmol) was then dissolved in 25 mL of water and was added to the reaction mixture. The reaction mixture was degassed with nitrogen then was heated to reflux overnight. The reaction mixture was cooled to room temperature. The toluene layer was separated and was dried over magnesium sulfate. This mixture was filtered and concentrated under vacuum. The crude residue was passed through a silica gel column using 15-22.5% ethyl acetate/heptanes. The clean product fractions were evaporated under reduced pressure yielding 8-(4-(2-fluorophenyl)pyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine (2.247 g, 6.34 mmol, 70% yield) as a white solid.

1. additionwas added to the reaction mixture
2. customThe reaction mixture was degassed with nitrogen
3. temperaturethen was heated
4. temperatureto reflux overnight
5. customThe toluene layer was separated
6. dry with materialwas dried over magnesium sulfate
7. filtrationThis mixture was filtered
8. concentrationconcentrated under vacuum
9. customThe clean product fractions were evaporated under reduced pressure