Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 37, Pages 7944-7955Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob02085f
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- University of Perugia
- University of Padova, Progetto di Ricerca di Ateneo [CPDA141311]
- Associazione Italiana per la Ricerca sul Cancro (AIRC) [18855]
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Two facile and efficient one-step procedures for the regioselective synthesis of 7-aryl-5-methyl- and 5-aryl-7-methyl-2-amino-[1,2,4]triazolo[1,5-a]pyrimidines have been developed, via reactions of 3,5diamino-1,2,4-triazole with variously substituted 1-aryl-1,3-butanediones and 1-aryl-2-buten-1-ones, respectively. The excellent yield and/or regioselectivity shown by the reactions decreased when ethyl 5-amino- 1,2,4-triazole-3-carboxylate was used. [1,2,4]Triazolo[1,5-a] pyrimidine being a privileged scaffold, the procedures herein reported may be useful for the preparation of biologically active compounds. In this study, the preparation of a set of compounds based on the [1,2,4]triazolo[1,5-a]pyrimidine scaffold led to the identification of compound 20 endowed with a very promising ability to inhibit influenza virus RNA polymerase PA-PB1 subunit heterodimerization.
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