3-Pyridinamine, N,N-dimethyl- → Diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(3-dimethylamino-1-pyridiniomethyl)-3-cephem-4-carboxylate-1-oxide chloride

Participants

Reaction Steps

A mixture of diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (3 g) and 3-dimethylaminopyridine (0.7 g) in tetrahydrofuran (20 ml) was stirred for 2.5 hours at 48° to 50° C. The resulting precipitate was filtered, washed with tetrahydrofuran and dried to give diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(3-dimethylamino-1-pyridiniomethyl)-3-cephem-4-carboxylate-1-oxide chloride (syn isomer) (3.18 g), mp 120° to 130° C. (dec.).

Provenance & Evidence