反应详情

Water (0.6 mL), sodium carbonate (70 mg), 2-nitrophenylboronic acid (44 mg), and tetrakis(triphenylphosphine)palladium(0) (13 mg) were added to an ethylene glycol dimethyl ether (2.0 mL) solution of tert-butyl 4-bromo-2-(5-phenylpyridine-3-carboxamido)benzoate (0.10 g), followed by heating to reflux under a nitrogen atmosphere for 2 hours and 30 minutes. The reaction mixture was cooled to room temperature, and then sodium carbonate (23 mg), 2-nitrophenylboronic acid (37 mg), and tetrakis(triphenylphosphine)palladium(0) (13 mg) were added thereto, followed by heating to reflux under a nitrogen atmosphere for 2 hours and 50 minutes. The reaction mixture was cooled to room temperature, and a 10% aqueous solution of citric acid and ethyl acetate were added thereto. 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: 91-80% hexane/ethyl acetate] to obtain 68 mg of tert-butyl 4-(2-nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate as a light green solid.

1. temperatureby heating
2. temperatureto reflux under a nitrogen atmosphere for 2 hours and 30 minutes
3. temperatureby heating
4. temperatureto reflux under a nitrogen atmosphere for 2 hours and 50 minutes
5. temperatureThe reaction mixture was cooled to room temperature
6. customThe organic layer was separated
7. washwashed with a saturated aqueous solution of sodium chloride
8. dry with materialdried over anhydrous magnesium sulfate
9. customthe solvent was evaporated under reduced pressure
10. customThe obtained residue was purified by silica gel column chromatography [Fuji Silysia Chemical Ltd., PSQ100B (spherical), eluent: 91-80% hexane/ethyl acetate]