Synthesis 2013; 45(17): 2438-2446
DOI: 10.1055/s-0033-1339350
paper
© Georg Thieme Verlag Stuttgart · New York

Reactivity of the Pyrimidine Nitrogen Atom toward an Acetal Moiety: Formation­ of 3-Ethoxy-2,3-dihydroimidazo[1,2-c]pyrimidines by Intramolecular Cyclization of N-(2,2-Diethoxyethyl)pyrimidine-4-amines

Robertas Juskenas
Department of Organic Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania   Fax: +370(5)2330987   Email: sigitas.tumkevicius@chf.vu.lt
,
Viktoras Masevicius
Department of Organic Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania   Fax: +370(5)2330987   Email: sigitas.tumkevicius@chf.vu.lt
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Sigitas Tumkevicius*
Department of Organic Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania   Fax: +370(5)2330987   Email: sigitas.tumkevicius@chf.vu.lt
› Author Affiliations
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Publication History

Received: 03 April 2013

Accepted after revision: 13 June 2013

Publication Date:
22 July 2013 (online)


Abstract

A new protocol was developed for the synthesis of 2,3-dihydroimidazo[1,2-c]pyrimidines, based on an intramolecular reaction between a pyrimidine nitrogen atom and an acetal moiety in the presence of boron trifluoride etherate. The method was expanded to permit the synthesis of the triheterocyclic imidazo[1,2-c]pyrazolo[4,3-e]pyrimidine system.

Supporting Information