反应详情

温度

100 °C

5-chloro-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (1-3) (74 mg, 0.4 mmol), 2-cyanophenylboronic acid pinacol ester (179 mg, 1.2 mmol), sodium bicarbonate (200 mg, 2.4 mmol), and bis(tri-t-butylphosphine)palladium(0) (61 mg, 0.12 mmol) were added to a microwave vial and purged with nitrogen. Dioxane (1.2 mL) was added, the vessel was sealed and the suspension was heated at 100° C. for 12 minutes in a microwave reactor. The cooled reaction was diluted with methanol, and passed through a syringe filter. The solution was purified using reverse phase chromatography (10-100%, 0.1% TFA in H2O/Acetonitrile) and the desired fractions were collected and concentrated to produce 2-(3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl)benzonitrile (4-1). MS (M+H)+: observed=251.1, calculated=251.3.

1. custompurged with nitrogen
2. additionDioxane (1.2 mL) was added
3. customthe vessel was sealed
4. customThe cooled reaction
5. custompassed through a syringe
6. filtrationfilter
7. customThe solution was purified
8. customthe desired fractions were collected
9. concentrationconcentrated