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This research investigated the general high-throughput synthetic protocol for the accelerated synthesis of functionalized trifluoromethylpyrazolopyrimidines 3 and N-(5-cyano-3-methyl-1-phenyl-1H-pyrazol-4-yl) benzamide 4 from aminocyanopyrazole 1 precursors. The action of chlorosulfonyl isocyanate (CSI) with aminopyrazolo[3,4-d]pyrimidines 2 was found to produce triazolopyrimidinones 5 . The MTT test that quantifies mitochondrial reductive function demonstrated that in both cell lines tested (PE/CA-PJ41 and HePG2 cells), the benzamide compounds 4 are moderately toxic with PE/CA-PJ41 cells and more sensitive than HePG2 cells.