114936-37-7Relevant articles and documents
Synthesis of 5-amino-4,5-dihydropyrazolo [3,4-d] pyrimidin-4-ones and related isomeric systems. Part II. Ring closure reactions
Maqestiau,Vanden Eynde
, p. 4195 - 4202 (2007/10/02)
Treatment of ethyl (heteroalkylidene)aminopyrazole-4-carboxylates with hydrazine hydrate generally provides a ready synthetic route to 5-amino-4, 5-dihydropyrazolo [3,4-d] pyrimidin-4-ones, although ethyl 5-[(dimethylamino) alkylidene]aminopyrazole-4-carboxylates are unreactive. On the other hand, reactions between aminopyrazole-4-carboxhydrazides and orthoesters or amide acetal are more versatile : we observed formation of isomeric 2-pyrazolyl-1,3,4-oxadiazoles, as major compounds, either from triethyl orthoacetate and 1-methyl-5-aminopyrazole-4-carboxhydrazide or from dimethylacetamide dimethyl acetal and various heterocyclic precursors. The ring closure mechanism is discussed.