3‐(1H‐Indol‐3‐yl)‐1H‐pyrazol‐5‐amine 3 was prepared in a quantitative yield by heating 3‐(1H‐indol‐3‐yl)‐3‐oxopropanenitrile 2 in dry ethanol with hydrazine hydrate, and utilized as key intermediate for the synthesis of some new pyrazolo[1,5‐a]pyrimidines and pyrazolo[5,1‐c]triazines. Structures of the newly synthesized compounds were established by elemental analysis and spectral data and evaluated as antioxidant agents. Most of the tested compounds belonging to the pyrazolo[1,5‐a]pyrimidine series exhibited better activities than members of the pyrazolotriazine one.
The current study provides an overview of the synthetic routes, reactivity and privileged biological characteristics of bicyclic heterocycles incorporating pyrimido[1,6-a]pyrimidine and pyrimido[1,6-c]pyrimidine cores.
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