Regiocontrolled amination of dichloropyrimidines in LiClO4-Et2O solutions.

Citation
J. Garner et A. Mccluskey, Regiocontrolled amination of dichloropyrimidines in LiClO4-Et2O solutions., HETEROCYC C, 5(6), 1999, pp. 503-508
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLIC COMMUNICATIONS
ISSN journal
07930283 → ACNP
Volume
5
Issue
6
Year of publication
1999
Pages
503 - 508
Database
ISI
SICI code
0793-0283(1999)5:6<503:RAODIL>2.0.ZU;2-Z
Abstract
Aminolysis of 4,6-dichloro-2 -methylpyrimidine 1 and 2-thiomethyl-4,6-dichl oropyrimidine 2 using 5M LPDE yields exclusively C-4 amino substituted pyri midines, no trace of di-substitution was detected. Yields were moderate to good (27 - 82%), and the C6-Cl could be replaced by a second amine substitu ent (sealed tube reaction), again in good yields (34 - 79%).