Dichloromethane → HCID 22855052, compound

Participants

Reaction Steps

Boron trifluoride diethyl etherate (2 ml) are added dropwise at 0° C. to a suspension of 305 mg (1.12 mmol) of 7-aminocephalosporanic acid and 318 mg (1.25 mmol of N-hydroxy-5-mercapto-2-methyl-s-triazolo[1,5-a]pyrimidine-5-propionamide in 4 ml of dichloromethane/sulpholane (1:1 v/v). Subsequently, the mixture is stirred at room temperature for 16 hours. The solution is treated with 50 ml of dichloromethane. A beige substance crystallizes out. It is filtered off, washed with diethyl ether and dissolved in 5 ml of water. The solution is adjusted to about pH 4 with aqueous sodium hydrogen carbonate solution. The product is crystallized by the addition of about 100 ml of ethanol. The crystals are filtered off, washed with ethanol and dried at room temperature in a high vacuum. There are obtained 311 mg of (6R,7R)-7-amino-3-[[[5-[2-(hydroxycarbamoyl)ethyl]-2-methyl-s-triazolo[1,5-a]pyrimidin-7-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid as a beige powder.

Provenance & Evidence