反应详情

A mixture of 6-bromo-3-methyl-1,2-benzisoxazole (11 mg), N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-2-pyrrolidin-1-yl-isonicotinamide (Intermediate 13, 15 mg) and aqueous sodium carbonate (0.5M, 0.25 ml) in anhydrous DME (1 ml) was degassed then stirred under nitrogen. A solution of tetrakis(triphenylphosphine)palladium(0) (2.5 mg) in DME (0.25 ml) was added and the mixture was stirred at 80° for 16 h. The solvent was removed under vacuum and the residue was partitioned between dichloromethane and water. The organic layer was separated using a hydrophobic filter, the solvent was evaporated and the residue was purified by column chromatography on silica, eluting with a cyclohexane-ethyl acetate gradient to give the title compound as an oil (5.6 mg).

1. customwas degassed
2. additionA solution of tetrakis(triphenylphosphine)palladium(0) (2.5 mg) in DME (0.25 ml) was added
3. stirringthe mixture was stirred at 80° for 16 h
4. customThe solvent was removed under vacuum
5. customthe residue was partitioned between dichloromethane and water
6. customThe organic layer was separated
7. customthe solvent was evaporated
8. customthe residue was purified by column chromatography on silica
9. washeluting with a cyclohexane-ethyl acetate gradient