YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Triazolo [4, 5-d] pyrimidines. I. On the Reaction of 7-Chloro-3-methyl-3H-1, 2, 3-triazolo [4, 5-d] pyrimidine with Nucleophile
TAKEO HIGASHINOTATSUHIKO KATORIEISAKU HAYASHI
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1979 Volume 99 Issue 10 Pages 1031-1036

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Abstract

Substitution reaction of 7-chloro-3-methyl-3H-1, 2, 3-triazolo [4, 5-d] pyrimidine (I) and nucleophiles was carried out and the formation of the corresponding 7-substituted 3-methyl-3H-1, 2, 3-triazolo [4, 5-d] pyrimidine (II) as expected was confirmed. I reacted with various amines to form the corresponding 7-amino derivatives (II-1 to II-8), and also reacted with alkoxide ions to form the corrrsponding 7-alkoxy compounds (II-9 to II-14). The reaction of I with CN ion in dimethylformamide, with ketone in the presence of sodium hydride, and with active methylene compounds resulted in the introduction of the corresponding carbon function into its 7-position. Tautomerism of 7-substituted 3-methyl-3H-1, 2, 3-triazolo [4, 5-d] pyrimidines (II-16 to II-24), formed by the reaction of I with ketones and active methylene compounds, was examined.

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