Sodium Carbonate → HCID 57786651, compound

Participants

Reaction Steps

A 5 mL Microwave Reactor Vessel was charged with 1-(6-Bromo-imidazo[1,2-a]pyridin-8-yl)-3-methyl-urea (85 mg, 0.317 mmol), 4-(1-Hydroxy-1-methyl-ethyl)-N-[2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-benzamide (125 mg, 1 eq), tetrakis(triphenylphosphine)palladium (37 mg, 0.1 eq), 1M sodium carbonate (1 mL) and dimethoxyethane (2 mL). The reaction mixture was irradiated for 10 minutes at 150° C. on the Microwave Reactor. The reaction mixture was then partitioned between ethyl acetate (150 mL) and water (50 ml). Separated the layers and washed the organic layer with water (4×50 mL), then finally washed with brine (1×50 mL). The ethyl acetate layer was dried over magnesium sulfate, filtered and concentrated. The crude product was purified by Preparative Thin Layer Chromatography, eluting with 50% acetone in hexanes to give 4-(1-Hydroxy-1-methyl-ethyl)-N-{2-methyl-3-[8-(3-methyl-ureido)-imidazo[1,2-a]pyridin-6-yl]-phenyl}-benzamide as an off-white powder (20 mg), ((M+H)+=458).

Provenance & Evidence