反应详情

To a solution of methyl 3-{[(trifluoromethyl)sulfonyl]oxy}pyridine-2-carboxylate (148.6 g, 521 mmol) in anhydrous toluene (550 ml) were added potassium carbonate (148.6 g), tetrakis(triphenylphosphine)palladium(0) (6 g), and phenyl boronic acid (70 g, 574 mmol). The reaction was equipped with a mechanical stirring apparatus and heated to reflux for 2 h. The reaction suspension was filtered through a bed of celite and washed with EtOAc. The filtrate was concentrated in vacuo and purified via flash chromatography (silica, 20% EtOAc/hexanes isocratic) to provide methyl 3-phenylpyridine-2-carboxylate (88.5 g).

1. customThe reaction was equipped with a mechanical stirring apparatus
2. temperatureheated
3. temperatureto reflux for 2 h
4. filtrationThe reaction suspension was filtered through a bed of celite
5. washwashed with EtOAc
6. concentrationThe filtrate was concentrated in vacuo
7. custompurified via flash chromatography (silica, 20% EtOAc/hexanes isocratic)