Sodium Bicarbonate → HCID 10469429, compound

Participants

Reaction Steps

2-Chloro-6-[2-methyl-4-(2-methyl-pyridin-4-ylethynyl)-imidazol-1-yl]-pyrazine (27)(300 mg, 0.968 mmol) was dissolved in 5 mL dry tetrahydrofuran. Dimethylzinc (1.2 mL, 2M in toluene) and tetrakis(triphenylphosphin)palladium (23 mg, 0.02 mmol) were added. The reaction mixture was refluxed for 2 h and poured into 50 mL sat. sodium bicarbonate solution. The mixture was extracted three times with ethyl acetate (50 mL each). The combined organic extracts were dried with magnesium sulfate, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (dichloromethane/methanol 100:0→90:10 gradient) and the desired product was obtained as a light yellow solid (240 mg, 85%), MS: m/e=290.1 (M+H+).

Provenance & Evidence