HCID 86754917, compound → Cefadroxil monohydrate

Participants

Reaction Steps

400 ml of dichloromethane and 45.3 ml (327 mmol) of triethylamine were added to 35.0 g of 7-ADCA (163 mmol) and 41.5 ml (327 mmol) of trimethylchlorosilane were added dropwise over a few minutes without cooling while the temperature raised to 38° C. After refluxing for one hour at 38° to 40° C. the reaction mixture was cooled to -30° C. and then 82.2 g of cefadroxil-DMF solvate were obtained by following the same additional steps B and C of Example 3 for a yield of 98.8%. The structure was confirmed by IR and PMR spectra, indicating a high purity of the obtained product. Using the same process of Step D of Example 3, the cefadroxil-DMF solvate was converted into 41.5 g of cefadroxil-monohydrate. The structure was confirmed by IR and PMR spectra which indicated a high purity of the said product. According to a Karl Fisher test, the moisture content seemed to be 5.5%. From the mother liquor, an additional 23 g of DMF solvate could be obtained for an overall yield of 89.5% of cefadroxil monohydrate based on the starting 7-ADCA.

Provenance & Evidence