Butyryl chloride → HCID 23649127, compound

Participants

Reaction Steps

To a solution of butyroylchloride (100 μL, 1.13 mmol) in dichloromethane (10 mL) was added aluminum trichloride (195 mg, 1.47 mmol). The mixture was allowed to stir for 10 min. then a solution of 3-naphthalen-1-yl-imidazo[1,5-a]pyridine (276 mg, 1.13 mmol) in dichloromethane (5 mL) was added. The mixture was stirred for 30 min. at ambient temperature then washed with saturated aqueous sodium bicarbonate and the organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was chromatographed on silica to yield the title compound (25 mg, 8%). 1H NMR (DMSO-d6) δ 8.27 (1H), 8.19 (1H), 8.10 (1H), 7.95 (1H), 7.85 (1H), 7.68 (1H), 7.60 (2H), 7.55 (1H), 7.40 (1H), 6.95 (1H), 3.04 (2H), 1.70 (2H), 0.90 (3H); m/z (M+H)=315.2.

Provenance & Evidence