反应详情

149 mg (0.338 mmol) of 1-methyl-3-[5-(morpholine-4-carbonyl)-pyridin-2-ylamino]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyridin-2-one and 116 mg (0.301 mmol) of 2-bromo-6-(6-tert-butyl-1-oxo-1H-phthalazin-2-yl)-benzaldehyde were weighed into a 4 mL reaction vial fitted with a stir bar and septum cap. Added 2.5 mL of dioxane. Added 0.33 mL (0.92 mmol) of an 0.91 g/mL solution of cesium carbonate in water. The mixture was sparged with nitrogen for 10 min. Added 13 mg (0.016 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride 1:1 complex with dichloromethane. The mixture was sparged with nitrogen for 5 min. Sealed the vial with a cap and stirred at 95° for 90 min. Cooled the reaction to room temperature, diluted with 15 mL CH2Cl2 and dried over Na2SO4. Filtered through a 0.45 μM syringe filter and removed the solvent on rotavap. Purified the crude by flash chromatography on silica gel to obtain 129 mg of the title compound as a light yellow solid. MS (ESI) 619 (M+H)+.

1. customvial fitted with a stir bar
2. customseptum cap
3. customThe mixture was sparged with nitrogen for 10 min
4. customThe mixture was sparged with nitrogen for 5 min
5. customSealed the vial with
6. customa cap
7. temperatureCooled
8. customthe reaction to room temperature
9. dry with materialdried over Na2SO4
10. filtrationFiltered through a 0.45 μM syringe
11. filtrationfilter
12. customremoved the solvent on rotavap
13. customPurified the crude by flash chromatography on silica gel