A METHOD FOR THE SYNTHESIS OF 17-PYRIMIDINYLANDROSTANE

Abstract

A convenient synthesis method for new 17-pyrimidinylandrostanes based on 3β-hydroxy-17-[3-dimethylamino)acryloyl]-16α,17α-epoxyandrost-5-ene is proposed. The reaction of the epoxyandrostene with guanidine and acetamidine yielded 3β-hydroxy-17-(pyrimidin-4-yl)-16α,17α-epoxyandrost-5-enes, and its reaction with 3-aminopyrazole or 3-amino-1,2,4-triazole resulted in the formation of the respective 3β-hydroxy-17-(pyrazolo[1,5-a]pyrimidin-7-yl)-16α,17α-epoxyandrost-5-ene and 3β-hydroxy-17-(1,2,4-triazolo[1,5-a]-pyrimidin-5-yl)-16α,17α-epoxyandrost-5-ene.