Thiobenzamide → 2-Phenyl-4-(pyridin-4-yl)thiazole

Participants

Reaction Steps

To the solution of 4-(bromoacetyl)pyridine hydrobromide (500 mg, 1.8 mmol) in dry DMF (5 mL) was added thiobenzamide (242 mg, 1.8 mmol,) and the resulting reaction was stirred at rt for 12 h. Thereafter, the reaction quenched with saturated aqueous NaHCO3 solution (25 mL) and the mixture extracted with EtOAc (3×25 mL). The combined organic extracts were washed with water (25 mL), dried (Na2SO4), and concentrated. The resulting residue was purified by flash chromatography (SiO2, 100:0-0:100 hexanes-EtOAc) furnished 2-phenyl-4-(pyridin-4-yl)thiazole: LCMS (m/z): 239.0 (MH+), tR=0.64 min.

Provenance & Evidence