Hydrochloric Acid → HCID 131715598, compound

Participants

Reaction Steps

To a solution of 86 mg (0.19 mmole) of 7-amino-3-[3-(4-carbamoylpyridinio)-1-(E)-propenyl]-3-cephem-4-carboxylate hydrochloride (XXII-H) in 2 ml of 50% aqueous acetone was added 63 mg of 2-propargyloxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetyl chloride hydrochloride (from Preparation No. 26). The suspension was maintained at pH 6.5-7.0 with 2N Na2CO3 and then stirred at room temperature for 1 hour. The reaction mixture was acidified to pH 2 with 1N HCl and concentrated in vacuo. The residue was diluted with 30 ml of water, neutralized with NaHCO3 and filtered. The filtrate was transferred on the top of a column which was packed with reverse phase carrier (30 ml) taken from a PrepPAK-500/C18 cartridge (Waters). The column was eluted with water, 5% CH3OH, 10% CH3OH and 20% CH3OH, successively. Fractions containing the product were combined and lyophilized to afford 13 mg (12%) of the title product I-4H. Estimated purity 70%. Mp. 160° C.

Provenance & Evidence