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With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate; In 1,4-dioxane; water; at 130℃; for 0.333333h;Inert atmosphere; Sealed tube; Microwave irradiation;
To a mixture of 1-Boc-5,6-dihydro-2H-pyridine-3-boronic acid pinacol ester (CAS:885693-20-9; 700 mg, 2.26 mmol) and NaHCO3 (2.26 mL, 4.53 mmol, 2M solution inwater) in 1 ,4-dioxane (23.1 mL), 4-bromo-2,6-dimethylpyridine (430 mg, 2.26 mmol) and tetrakis(triphenylphosphine)palladium(0) (130 mg, 0.113 mmol) were added at rt while N2 was bubbled through the solution. The mixture was heated at 130 °C for 20 mm in a sealed tube under microwave irradiation. Water and EtOAc were added and the organic layer was separated, dried over MgSO4, filtered and evaporated undervacuum. The residue thus obtained was purified by flash column chromatography(silica; EtOAc in heptane, 1/3 to 4/1) and the desired fractions were concentrated in vacuo affording intermediate 13 (213 mg, 33percent yield).
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