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With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; triethylamine; In 1,4-dioxane; methanol; at 100℃; for 18h;Schlenk technique; Inert atmosphere;
General procedure: The 7-azaindole 1 (1.00 mmol) and tetrakis(triphenylphosphane)palladium(0) (35.0 mg, 0.03 mmol)were placed in a dry screw-cap vessel with a magnetic stir bar. After evacuating and refilling with argonfor three times dry 1,4-dioxan (5.0 mL) was added and the resulting mixtures was degassed with argonfor 10 min. Dry triethylamine (1.40 mL, 10.0 mmol) and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.25mL, 1.70 mmol) were successively added. Then the reaction mixture was stirred in a preheated oil bathat 80 C for 4 h. The mixture was cooled down to room temp (water bath). Dry methanol (5.0 mL) wasadded and the mixture was stirred at room temp for 10 min. After the addition of (hetero)aryl halide 2and cesium carbonate (823 mg, 2.50 mmol) the mixture was stirred in a preheated oil bath at 100 C for18 h. After the Suzuki coupling was completed the mixture was cooled to room temp (water bath).Sodium hydroxide (100 mg, 2.50 mmol) was added and the reaction was stirred at 100 C for 4 h. Then,after cooling to room temp (water bath), the solvents were removed in vacuo and the residue wasabsorbed onto Celite. After purification by chromatography on silica gel (dichloromethane-methanol aqueous ammonia, see Table 1) and after drying in vacuo at 80 C for 18 h the desired compounds 3 could be obtained (see Table 1).
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