Water → HCID 131715669, compound

Participants

Reaction Steps

Water (2.7 ml) was added to a stirred solution of 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (0.9 g) in formic acid (9 ml) at 7° C. under ice-cooling and the mixture was stirred at the same temperature for 4 hours. The reaction mixture was poured into a mixture of water (150 ml) and ethyl acetate (50 ml) and adjusted to pH 2.5 with an aqueous solution of sodium bicarbonate. The separated organic layer was washed with water, dried over magnesium sulfate and evaporated in vacuo to give 7-[2-(2-aminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (0.4 g).

Provenance & Evidence