Facile Synthesis of 2-Amino-4-alkoxypyrimidines via Consecutive Nucleophilic Aromatic Substitution (SNAr) Reactions

Authors
Kim, JuhyeonCho, Yong SeoMin, Sun-Joon
Issue Date
2016-12
Publisher
WILEY-V C H VERLAG GMBH
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.37, no.12, pp.1998 - 2008
Abstract
A transition-metal-free and regioselective synthesis of a series of 2-amino-4-alkoxypyrimidines is described. The SNAr alkoxylation of 2,4-dichloropyrimidines regioselectively provided 2-chloro-4-alkoxypyrimidines, which were subsequently subject to the second SNAr amination with cyclic amines in the presence of triethylamine at high temperature to afford 2-amino-4-alkoxypyrimidines in good overall yield.
Keywords
CROSS-COUPLING REACTIONS; REGIOSELECTIVE 4-AMINO-DE-CHLORINATION; HETEROCYCLES; PYRIMIDINES; INHIBITOR; EFFICIENT; CROSS-COUPLING REACTIONS; REGIOSELECTIVE 4-AMINO-DE-CHLORINATION; HETEROCYCLES; PYRIMIDINES; INHIBITOR; EFFICIENT; 2-Amino-4-alkoxypyrimidines; Nucleophilic aromatic substitution; Regioselectivity; Alkoxylation; Amination
ISSN
0253-2964
URI
https://pubs.kist.re.kr/handle/201004/123373
DOI
10.1002/bkcs.11014
Appears in Collections:
KIST Article > 2016
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