Pyridine → Hydrochloric Acid

Participants

Reaction Conditions

Reaction Steps

Diphenylmethyl 7-phenylacetamido-3-(tetrahydrofuran-3-yl)thio-3-cephem-4-carboxylate (590 mg) was suspended in dichloromethane (8 ml) and the suspension was cooled to -20° C. To the cooled suspension were added pyridine (0.24 ml) and phosphorus pentachloride, and the resulting mixture was stirred under ice-cooling for 2 hours and then cooled again to -20° C. Anhydrous methanol (0.81 ml) was then added rapidly and the mixture was stirred under ice-cooling for 3 hours. Cold water (10 ml) and dichloromethane(5 ml) were added to the resulting reaction solution, and the solution was stirred under ice-cooling for 30 minutes to deposit crystals. The mixture containing the crystals, after adding diisopropylether (10 ml) thereto, was stirred well and then filtered to obtain the crystals. The crystals were washed with cold water and with a small amount of dichloromethane, successively and then dried to afford the titled compound in the form of hydrochloride (270 mg; 53%) as pale yellow power.

Provenance & Evidence