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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109341Generated: October 30, 2026

7-Aminocephalosporanic acid → (6R,7R)-7-amino-3-[[(7-methylpyrazolo-[1,5-a]pyrimidin-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/1109341

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Aminocephalosporanic acidHCID 441328—
ReactantHCID 178429727HCID 178429727—
SolventAcetonitrileHCID 6342—
SolventBoron trifluorideHCID 6356—
Product(6R,7R)-7-amino-3-[[(7-methylpyrazolo-[1,5-a]pyrimidin-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 67821284—

Reaction Steps

0.70 g of 7-methylpyrazolo[1,5-a]pyrimidine-5-thiol and 1.15 g of (7R)-7-amino-cephalosporanic acid were dissolved in 10 ml of a 20 percent solution of boron trifluoride in acetonitrile and stirred at room temperature for 1 hour. The reaction mixture was concentrated and taken up in 10 ml of water. The solid was filtered off under suction. There was obtained (6R,7R)-7-amino-3-[[(7-methylpyrazolo[1,5-a]pyrimidin-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid as a reddish powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05319140
Source datasetuspto-grants-1994_06
ORD IDord-38981e05fbb940778271a8d29be12a6f
Source noteuspto-grants-1994_06