Hydrochloric Acid → HCID 70979966, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(5-chloro-2-methyl-phenyl)-1H-pyrrole-3-carbonitrile (900 mg, 4.14 mmol) in DCM (20 mL) was added acetyl chloride (0.468 mL, 6.57 mmol) at room temperature, under nitrogen. The resulting mixture was cooled to 0° C. and anhydrous aluminum trichloride (1.31 g, 9.9 mmol) was added in small portions during a period of 10 min, keeping the internal temperature below 5° C. Upon complete addition, the mixture was brought to room temperature and allowed to stir for 30 min. Then, the mixture was slowly poured in a solution of ice-cooled 1 M HCl (9 mL). The aqueous layer was separated and extracted twice with DCM (20 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The crude material was chromatographed on silica gel (10 to 20% EtOAc/hexane) to afford the title compound (1.0 g, 86%).

Provenance & Evidence