反应详情

Sodium carbonate (55 mg), phenylboranic acid (38 mg), water (0.35 mL), and bis(triphenylphosphine)palladium(II) dichloride (3.7 mg) were added to an ethylene glycol dimethyl ether (1.2 mL) suspension of tert-butyl 2-(5-bromopyridine-2-carboxamido)-4-phenylbenzoate (0.12 g), followed by heating to reflux under a nitrogen atmosphere for 2 hours. The reaction mixture was cooled to room temperature, and then sodium carbonate (55 mg), phenylboranic acid (38 mg), and bis(triphenylphosphine)palladium(II) dichloride (3.7 mg) were added thereto, followed by heating to reflux under a nitrogen atmosphere for 2 hours. The reaction mixture was cooled to room temperature, and ethyl acetate and water were added thereto. The insoluble substance was removed by filtration. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [Fuji Silysia Chemical Ltd., PSQ100B (spherical), eluent: 90-80% hexane/ethyl acetate] to obtain 0.11 g of tert-butyl 4-phenyl-2-(5-phenylpyridine-2-carboxamido)benzoate as a white solid.

1. temperatureby heating
2. temperatureto reflux under a nitrogen atmosphere for 2 hours
3. temperatureby heating
4. temperatureto reflux under a nitrogen atmosphere for 2 hours
5. temperatureThe reaction mixture was cooled to room temperature
6. customThe insoluble substance was removed by filtration
7. customThe organic layer was separated
8. washwashed with a saturated aqueous solution of sodium chloride
9. dry with materialdried over anhydrous magnesium sulfate
10. customthe solvent was evaporated under reduced pressure
11. customThe obtained residue was purified by silica gel column chromatography [Fuji Silysia Chemical Ltd., PSQ100B (spherical), eluent: 90-80% hexane/ethyl acetate]