Hydrochloric Acid → HCID 131713492, compound

Participants

Reaction Steps

A mixture of 7-[2-(2-propynyloxyimino)-2-(2-formamidothiazol-4-yl)acetamido]-3-(1-pyridiniomethyl)-3-cephem-4-carboxylate (syn isomer) (11.2 g) and conc. hydrochloric acid (2.3 g) in methanol (80 ml) was stirred for 3 hours at ambient temperature. The reaction mixture was poured into water (120 ml) and adjusted to pH 3.5 with 10% aqueous solution of sodium hydroxide and washed with ethyl acetate. The aqueous layer was adjusted to pH 5.0 with 10% aqueous solution of sodium hydroxide. After removing the solvent under reduced pressure, the aqueous solution was adjusted to pH 4.0 with 10% aqueous hydrochloric acid under ice-cooling. The solution was subjected to column chlomatography on macroporous non-ionic adsorption resin "Diaion HP-20:" (Trademark: prepared by Mitsubishi Chemical Industries) and eluted with 10% aqueous solution of isopropyl alcohol. The fractions containing the objected compound were concentrated and lyphylized to give 7-[2-(2-propynyloxyimino)-2-(2-aminothiazol-4-yl)acetamido]-3-(1-pyridiniomethyl)- 3-cephem-4-carboxylate (syn isomer) (5.3 g).

Provenance & Evidence