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A Simple and Easily Implemented Method for the Regioselective Introduction of Deuterium into Azolo[1,5-a]pyrimidines Molecules

A method for the technically easy-to-implement synthesis of deuterium-labeled pyrazolo[1,5-a]pyrimidines and 1,2,4-triazolo[1,5-a]pyrimidines have been developed. The regioselectivity of such transformations has been shown. (1)H NMR and mass spectrometric methods have proved the quantitative nature...

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Detalles Bibliográficos
Autores principales: Danagulyan, Gevorg G., Panosyan, Henrik A., Gharibyan, Vache K., Hasratyan, Ani H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10054722/
https://www.ncbi.nlm.nih.gov/pubmed/36985841
http://dx.doi.org/10.3390/molecules28062869
Descripción
Sumario:A method for the technically easy-to-implement synthesis of deuterium-labeled pyrazolo[1,5-a]pyrimidines and 1,2,4-triazolo[1,5-a]pyrimidines have been developed. The regioselectivity of such transformations has been shown. (1)H NMR and mass spectrometric methods have proved the quantitative nature of such transformations and the kinetics of deuterium exchange has been studied. Spectrally, at different temperatures (+30 °C, −10 °C and −15 °C), the kinetics of the process was studied both in CD(3)OD and in deuterated alkali.