5-Chloro-8-{[1-(2-chlorobenzyl)-1<em>H</em>-1,2,3-triazol-4-yl]methoxy}quinoline

Abstract

The title quinoline derivative, 5-chloro-8-{[1-(2-chlorobenzyl)-1H-1,2,3-triazol-4-yl]methoxy}quinoline, was synthesized in a common three-step procedure from 5-chloro-8-hydroxyquinoline using O-propargylation reaction/copper-catalyzed 1,3-dipolar cycloaddition sequence. The structure of the compound was fully characterized by FT-IR, 1H- and 13C-NMR, GC-MS, and elemental analysis. Its physicochemical parameters (Lipinski’s descriptors) were also calculated using the Molinspiration Cheminformatics software. The hybrid obtained could be an interesting model for antifungal bio-essays or a suitable precursor in the synthesis of more complex triazolyl-quinoline hybrids, potential pharmacological agents.

Keywords

• 4-chloro-8-hydroxyquinoline
• triazoles
• conjugated triazolyl-quinoline hybrid
• CuAAC
• Lipinski’ descriptors