Tetrahedron letters

A versatile route to 3-(pyrimidin-4-yl)-imidazo [1, 2-a] pyridines and 3-(pyrimidin-4-yl)-pyrazolo [1, 5-a] pyridines

R Ducray, P Boutron, M Didelot, H Germain, F Lach…

Index: Ducray, Richard; Boutron, Pascal; Didelot, Myriam; Germain, Herve; Lach, Franck; Lamorlette, Maryannick; Legriffon, Antoine; Maudet, Mickael; Menard, Morgan; Pasquet, Georges; Renaud, Fabrice; Simpson, Iain; Young, Gail L. Tetrahedron Letters, 2010 , vol. 51, # 36 p. 4755 - 4758

Full Text: HTML

Citation Number: 11

Abstract

A two-step synthesis of 3-(2-chloropyrimidin-4-yl) imidazo [1, 2-a] pyridines is presented. The late stage elaboration of the imidazopyridine through a cyclocondensation allows a rapid access to a variety of substitution patterns. The intermediate enol ethers were obtained from inexpensive reagents in a ligand-free Heck coupling. This methodology has been extended to the formation of pyrazolo [1, 5-a] pyridines via a formal 1, 3-dipolar ...