Abstract
Thirty novel N 1-[(1-alkyl-1H-tetrazol-5-yl)(aryl)methyl]-4-methyl-N 3-[4-(pyridine-3-yl)pyrimidin-2-yl]benzene-1,3-diamines were synthesized in moderate to good yields (50–85 %) via a microwave-assisted Ugi-azide reaction. These products may exhibit cytotoxicity and/or tyrosine-kinase inhibitory properties because of their structural similarities with potent anticancer drugs such as imatinib. Finally, in order to visualize the stereoelectronic nature of Schiff bases having various basic sites involved in the Ugi-azide reaction mechanism, we analyzed a molecular electrostatic potential surface, which was plotted by means of density functional theory at the UB3LYP/6-311G(d) level.
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