Concise routes to pyrazolo[1,5-a]pyridin-3-yl pyridazin-3-ones

Karen A. Johnston, Robert W. Allcock, Zhong Jiang, Ian D. Collier, Haakon Blakli, Georgina M. Rosair, Patrick D. Bailey, Keith M. Morgan, Yasushi Kohno, David R. Adams

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29 Citations (Scopus)

Abstract

Cycloaddition of pyridine N-imine with 6-alkyl-4-oxohex-5-ynoates followed by condensation with hydrazine provides concise access to pharmacologically active 6-(pyrazolo[1,5-a]pyridin-3-yl)pyridazinones. For the first time alkynyl heterocycles are also shown to be effective dipolarophiles for pyridine N-imine, and analogous compounds can be accessed directly in modest yields through the reaction of 6-(alkyn-1-yl)pyridazin-3-one derivatives. © The Royal Society of Chemistry 2008.

Original languageEnglish
Pages (from-to)175-186
Number of pages12
JournalOrganic and Biomolecular Chemistry
Volume6
Issue number1
DOIs
Publication statusPublished - 2008

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    Johnston, K. A., Allcock, R. W., Jiang, Z., Collier, I. D., Blakli, H., Rosair, G. M., Bailey, P. D., Morgan, K. M., Kohno, Y., & Adams, D. R. (2008). Concise routes to pyrazolo[1,5-a]pyridin-3-yl pyridazin-3-ones. Organic and Biomolecular Chemistry, 6(1), 175-186. https://doi.org/10.1039/b713638b