3-Pyridinecarbonyl chloride, hydrochloride (1:1) → HCID 88659068, compound

Participants

Reaction Steps

400 mg (1.3 mmol) of E-4-pentyloxy-1-[4-(1-imidazolylmethyl)phenyl]but-1-en-3-ol (5a) were dissolved in 10 ml of dry pyridine, and 409 mg (1.5 mmol) of 3-pyridinecarbonyl chloride hydrochloride were added. The mixture was stirred at room temp. for 8 h, and the solvent was substantially removed in vacuo, and the residue was partitioned between saturated aqueous sodium bicarbonate solution and methylene chloride. The aqueous phase was extracted twice with methylene chloride. Drying of the combined organic phases with magnesium sulfate and removal of the solvent in vacuo produced, after chromatography on silica gel (ethyl acetate/methanol=10:1, Rf=0.20), 380 mg (0.91 mmol, 70%) of ester 6a as a colorless oil.

Provenance & Evidence