120564-60-5Relevant articles and documents
Chemotherapeutic Agents : Part X - Synthesis of 2-Pyridyltriazolopyrimidines as Leishmanicides
Ram, Vishnu J.
, p. 825 - 829 (2007/10/02)
2-Pyridyl-7-hydroxy-5-methyl-triazolopyrimidines (2a,b) have been prepared by condensation of 1a,b with ethyl acetoacetate in acetic acid and transformed into 2-pyridyl-7-chloro-5-methyl-triazolopyrimidines (3) with phosphoryl chloride.Nucleophilic displacement of the chloro group in 3 by amines and hydrazine provides 4a-h and 5 respectively.Boiling of 3 with thiourea in ethanol gives 2-pyridyl-7-mercapto-5-methyl-triazolopyrimidine (6).The hydrazine 5 on reaction with ethyl acetoacetate forms the hydrazone (7).Condensation of 1a,b with acetylacetone, ethoxymethylenemalononitrile, ethyl ethoxymethylenecyanoacetate and diethyl ethoxymethylenemalonate yields 8, 9, 10 and 11 respectively.Similarly, 12a-e are prepared by condensation of 1 with β-ketoesters.Fusion of 1 with β,β-bis(methylmercapto)-α-cyanoacrylonitrile and methyl β,β-bis(methylmercapto)-α-cyanoacrylate at 170-180 deg C provides 15 and 16 respectively.