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Synthesis and Structure of 3,4‐Dihydropyrido[2′,3′:3,4]pyrazolo[1,5‐a][1,3,5]triazin‐2‐amines
Authors:Anton V Dolzhenko  Shiqi Bai  Anna V Dolzhenko  Wai Keung Chui
Institution:1. Faculty of Health Sciences, School of Pharmacy, Curtin University of Technology, , Perth, Western Australia, 6845 Australia;2. Department of Pharmacy, Faculty of Science, National University of Singapore, , Singapore, 117543 Singapore;3. Perm State Pharmaceutical Academy, , Perm, 614990 Russian Federation
Abstract:A new convenient synthon for heterocyclic chemistry, namely 1H‐pyrazolo3,4‐b]pyridin‐3‐ylguanidine was successfully prepared by selective guanylation of 1H‐pyrazolo3,4‐b]pyridin‐3‐amine. A series of 3,4‐dihydropyrido2′,3′:3,4]pyrazolo1,5‐a]1,3,5]triazin‐2‐amines was synthesized from 1H‐pyrazolo3,4‐b]pyridin‐3‐ylguanidine using aldehydes or ketones as one‐carbon inserting reagents. The tautomeric preferences of the products were determined using spectroscopic (e.g., 2D NOESY NMR) and single crystal X‐ray diffraction data.
Keywords:
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