Synthesis of 3-amino-4-fluoropyrazoles

J Org Chem. 2011 May 20;76(10):4105-11. doi: 10.1021/jo2000989. Epub 2011 Apr 29.

Abstract

Fluorinated pyrazoles bearing additional functional groups that allow further functionalization are of considerable interest as building blocks in medicinal chemistry. The developed synthetic strategy for new 3-amino-4-fluoropyrazoles consists of a monofluorination of β-methylthio-β-enaminoketones using 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor) toward the corresponding monofluorinated enaminoketones, followed by condensation with different hydrazines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Halogenation
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry*

Substances

  • Pyrazoles