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A facile one‐pot four‐component reaction was utilized to construct 2‐oxo‐1,2‐dihydropyridine‐3‐carbonitrile as a scaffold for the synthesis of many fused heterocyclic systems, namely, furopyridine, pyridothiadiazepinthione, and pyridotriazine, as well as non‐fused heterocyclic systems such as phthalazin‐2(1H)‐ylnicotinonitrile, pyridin‐2‐yl‐1H‐pyrazole, and pyrazol‐1‐ylnicotino‐nitrile,1‐(3‐cyanopyridin‐2‐yl)‐1H‐pyrazole. The new compounds were evaluated as antimicrobial and antiviral agents.