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Synthesis of Tetrazolo[1,5-a]pyridines Utilizing Trimethylsilyl Azide and Tetrabutylammonium Fluoride Hydrate

Joydev K. Laha, Gregory D. Cuny*

*Laboratory for Drug Discovery in Neurodegeneration, Harvard NeuroDiscovery Center, Brigham & Women's Hospital and Harvard Medical School, Cambridge, MA 02139, USA, Email: gcunyrics.bwh.harvard.edu

J. K. Laha, G. D. Cuny, Synthesis, 2008, 4002-4006.

DOI: 10.1055/s-0028-1083233


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Abstract

The reaction of 2-halopyridines with trimethylsilyl azide in the presence of tetrabutylammonium fluoride hydrate gives tetrazolo[1,5-a]pyridines. 8-bromotetrazolo[1,5-a]pyridine is further transformed into a variety of novel tetrazolo[1,5-a]pyridine derivatives.


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Key Words

tetrazolo[1,5-a]pyridines, 2-halopyridines, trimethylsilyl azide


ID: J66-Y2008-3860