Concise routes to pyrazolo[1,5-a]pyridin-3-yl pyridazin-3-ones |
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Authors: | Johnston Karen A Allcock Robert W Jiang Zhong Collier Ian D Blakli Haakon Rosair Georgina M Bailey Patrick D Morgan Keith M Kohno Yasushi Adams David R |
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Affiliation: | Chemistry Department, School of Engineering and Physical Sciences, Heriot-Watt University, Riccarton, Edinburgh, UKEH14 4AS. D.R.Adams@hw.ac.uk |
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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. |
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