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Synthesis 2013; 45(4): 448-451
DOI: 10.1055/s-0032-1317933
DOI: 10.1055/s-0032-1317933
practical synthetic procedures
N-Nitroso Group-Assisted Nucleophilic Aromatic Substitution of 6-Chloropyrimidines: A Facile and Efficient Synthesis of Pyrimidine-4,6- and -2,4-diamines
Further Information
Publication History
Received: 19 October 2012
Accepted after revision: 28 November 2012
Publication Date:
21 December 2012 (online)
Abstract
An N-nitroso group was used to activate chloropyrimidines toward nucleophilic substitution by amines. This permitted a simple, one-pot, high-yielding synthesis of pyrimidine-4,6- and -2,4-diamines.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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Aromatic amines show very poor reactivity in nucleophilic substitution reactions with nonactivated chloropyrimidines; see: