An approach to (4-fluoroalkyl-1-alkyl-1H-pyrazol-3-yl)methylamines

An approach to the synthesis (4-di- and -trifluoroalkyl-1-alkyl-1H-pyrazol-3-yl)methylamines – promising building blocks for drug discovery and medicinal chemistry is described. The key step of the reaction sequence is fluorination of the corresponding non-symmetric trisubstituted pyrazole derivatives bearing phtalimide moiety with diethylaminosulfur trifluoride or sulfur tetrafluoride. The title compounds are obtained in 5–6 steps from the commonly available materials and 35–36% overall yields.

Graphical abstractSynthesis of fluorinated non-symmetric polysubstituted pyrazole building blocks is described.Figure optionsDownload full-size imageDownload as PowerPoint slide