Potassium Carbonate → 4-Bromo-1-(4-cyanobenzyl)-2-methylimidazole-5-carboxaldehyde

Participants

Reaction Conditions

Reaction Steps

4-Cyanobenzylbromide (1.05 g, 5.39 mmol) was added to a solution of 4-bromo-2-methylimidazole-5-carboxaldehyde (1.02 g, 5.39 mmol) in dimethylacetamide (15 mL). The solution was cooled to -10° C. and powdered potassium carbonate (0.745 g, 5.39 mmol) added. The reaction was stirred at -10° C. for 2 h, and a further 4 h at 20° C. The reaction was diluted with water and extracted with ethyl acetate. The organic phase was washed with water, saturated brine, and dried over magnesium sulfate. Solvent evaporation yielded a white solid. 1H NMR (CDCl3, 400 MHz) δ 9.68 (1H, s), 7.64 (2H, d, J=7 Hz), 7.15 (2H, d, J=7 Hz) 5.59 (2H, s), 2.40 (3H, s).

Provenance & Evidence