Selective amination of polyhalopyridines catalyzed by a palladium-xantphos complex

Jianguo Ji; Tao Li; William H Bunnelle

doi:10.1021/ol0357696

Selective amination of polyhalopyridines catalyzed by a palladium-xantphos complex

Org Lett. 2003 Nov 27;5(24):4611-4. doi: 10.1021/ol0357696.

Authors

Jianguo Ji¹, Tao Li, William H Bunnelle

Affiliation

¹ Neuroscience Research, Global Pharmaceutical Research and Development, Department-R47W, AP9A-1, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, Illinois 60064, USA. jianguo.ji@abbott.com

PMID: 14627396
DOI: 10.1021/ol0357696

Abstract

[reaction: see text] Amination of 5-bromo-2-chloropyridine (1a) catalyzed by a palladium-Xantphos complex predominately gives 5-amino-2-chloropyridine product 3a in 96% isolated yield and excellent chemoselectivity (3a/4a = 97:3). Amination of 2,5-dibromopyridine (11) under the same conditions exclusively affords 2-amino-5-bromopyridine 4a.