L. Boulton, M. Fox, P. Hodgson
Feb 7, 2005
Citations
0
Influential Citations
7
Citations
Journal
Tetrahedron Letters
Abstract
Abstract A method for the coupling of acyl and imino substituents to the sterically encumbered 5-position of a 4-aminoquinazoline was developed. Starting with a 4-amino-5-iodoquinazoline, the method employs a facile intramolecular zinc-mediated transfer from the 4-amino group to the iodo-bearing carbon. The method was found to be effective for a variety of substituents, in particular a pyridyl group required for the synthesis of Pfizer’s prostate selective α1 antagonist candidate for the treatment of benign prostatic hyperplasia, UK-338,003.