Efficient synthesis of new biheterocyclic 1-(5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-3-(6-trifluoro methylpyrimidin-4-yl)-propan-1-ones

• Use of renewable precursor, levulinic acid.
• Easy diversification of products derived from the change of dinucleophiles.
• The route proposed allows to obtain systems with two trifluoromethylated heterocycles.
• The products obtained are all unpublished and with potential CNS activity.

Several new 1-(5-hydroxy-5-trifluoromethyl-1H-pyrazol-1-yl)-3-(6-trifluoromethyl pyrimidin-4-yl)-propan-1-ones were prepared by cyclocondensation between two different 3-[6-trifluoromethyl-2-(substituted)pyrimidin-4-yl]propanoylhydrazides derived from levulinic acid and versatile 1,1,1-trifluoro-4-alkoxy-3-alken-2-ones. The structure of new propionyl-spaced bis trifluoromethylated biheterocycles was characterized based on 1H and 13C nuclear magnetic resonance spectroscopy and mass spectrometry data.

Cyclocondensation between two different 3-[6-trifluoromethyl-2-(substituted)pyrimidin-4-yl]propanoylhydrazides derived from levulinic acid and versatile 1,1,1-trifluoro-4-alkoxy-3-alken-2-ones.Figure optionsDownload as PowerPoint slide