Pyrazolo[1,5-a]pyridines as p38 kinase inhibitors

Kirk L Stevens; David K Jung; Michael J Alberti; Jennifer G Badiang; Gregory E Peckham; Jim M Veal; Mui Cheung; Philip A Harris; Stanley D Chamberlain; Michael R Peel

doi:10.1021/ol0519745

Pyrazolo[1,5-a]pyridines as p38 kinase inhibitors

Org Lett. 2005 Oct 13;7(21):4753-6. doi: 10.1021/ol0519745.

Authors

Kirk L Stevens¹, David K Jung, Michael J Alberti, Jennifer G Badiang, Gregory E Peckham, Jim M Veal, Mui Cheung, Philip A Harris, Stanley D Chamberlain, Michael R Peel

Affiliation

¹ GlaxoSmithKline, Research and Development, Department of Medicinal Chemistry, 5 Moore Drive, Research Triangle Park, North Carolina 27709, USA. [email protected]

PMID: 16209527
DOI: 10.1021/ol0519745

Abstract

[reaction: see text] A convergent synthesis of substituted pyrazolo[1,5-a]pyridines has been achieved either via a regioselective [3 + 2] cycloaddition of N-aminopyridines with alkynes or by thermal cyclization of disubstituted azirines. Subsequent palladium-catalyzed introduction of pyridines or de novo synthesis of pyrimidines affords inhibitors of p38 kinase.

MeSH terms

Crystallography, X-Ray
Molecular Structure
Protein Kinase Inhibitors / chemistry*
Protein Kinase Inhibitors / pharmacology
Pyrazoles / chemistry*
Pyrazoles / pharmacology
Pyridines / chemistry*
Pyridines / pharmacology
Structure-Activity Relationship
p38 Mitogen-Activated Protein Kinases / antagonists & inhibitors*

Substances

Protein Kinase Inhibitors
Pyrazoles
Pyridines
p38 Mitogen-Activated Protein Kinases