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Lookup NU author(s): Edwige Picazo,
Dr Celine CanoORCiD,
Professor Bernard Golding,
Professor Mike Waring
This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).
Substituted aminopyrimidines are an important class of compounds, in part because they frequently show biological activity. Facile synthesis of polysubstituted aminopyrimidines is highly desirable for the synthesis of screening libraries. We describe a route to 4,6‐diamino‐5‐alkoxypyrimidines via a SNAr‐alkylation‐SNAr sequence from readily available 4,6‐dichloro‐5‐methoxypyrimidine, which allows the synthesis of such compounds with regiochemical control. Extension of this approach to alkylating agents bearing amino substituents led to unexpected and, in some cases, unprecedented products resulting from intramolecular SNAr cyclisation and subsequent fragmentation.
Author(s): Picazo EMH, Heptinstall AB, Wilson DM, Cano C, Golding BT, Waring MJ
Publication type: Article
Publication status: Published
Journal: Journal of Heterocyclic Chemistry
Print publication date: 01/04/2021
Online publication date: 16/01/2021
Acceptance date: 10/01/2021
Date deposited: 31/03/2021
ISSN (print): 0022-152X
ISSN (electronic): 1943-5193
Publisher: Wiley-Blackwell Publishing Ltd.
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