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With bis(tri-t-butylphosphine)palladium(0); N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; at 120.0℃; for 2.0h;Inert atmosphere;
A mixture of <strong>[1214337-05-9]methyl 6-chloro-5-fluoropyridine-2-carboxylate</strong> (from Frontier Scientific, Inc., 1.90 g, 10.0 mmol), (2,6-difluoro-4-hydroxyphenyl)boronic acid (2.00 g, 11.5 mmol), NN-diisopropylethylamine (3.4 mL, 20. mmol) in 1,4-dioxane (17 mL) and water (1.0 mL) was purged with nitrogen, followed by addition of bis(tri-/- butylphosphine)palladium (0.51 g, 1.0 mmol). The reaction mixture was degassed and recharged with nitrogen for three cycles, and then heated at 120 C with stirring for 2 h. The reaction mixture was allowed to cool to room temperature and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with EtOAc in hexanes (gradient: 0-50%) to afford the desired product (1.34 g, 47%). LCMS calc. for C13H9F3NO3 (M+H)+: 284.1 ; Found: 284.0.
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