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With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; water; at 110℃; for 18.0h;Inert atmosphere;
A mixture of <strong>[54231-34-4]3-iodo-2-nitropyridine</strong> (2 g, 8 mmol), (4-chlorophenyl)boronic acid (1.5 g, 9.6 mmol), Na2CO3 (1.7 g, 16 mmol) and Pd(PPh3)4(277 mg, 0.24 mmol) in dioxane (20 mL) and water (10 mL) was degassed with nitrogen, heated to 110 C. and stirred for 18 hours under nitrogen atmosphere. The reaction was cooled to r.t, filtered and concentrated in vacuo. The residue was diluted with water, extracted with EA. The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (Petroleum ether/EtOAc=3:1) to give 3-(4-chlorophenyl)-2-nitropyridine (1.4 g, 75% yield) as a yellow solid. LC/MS (ESI, m/z): [M+1]+=234.6.