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

doi:10.1039/b713638b

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

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

35 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 language	English
Pages (from-to)	175-186
Number of pages	12
Journal	Organic and Biomolecular Chemistry
Volume	6
Issue number	1
DOIs	https://doi.org/10.1039/b713638b
Publication status	Published - 2008

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

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. {\textcopyright} The Royal Society of Chemistry 2008.",

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

year = "2008",

doi = "10.1039/b713638b",

language = "English",

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pages = "175--186",

journal = "Organic and Biomolecular Chemistry",

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publisher = "Royal Society of Chemistry",

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T1 - Concise routes to pyrazolo[1,5-a]pyridin-3-yl pyridazin-3-ones

AU - Johnston, Karen A.

AU - Allcock, Robert W.

AU - Jiang, Zhong

AU - Collier, Ian D.

AU - Blakli, Haakon

AU - Rosair, Georgina M.

AU - Bailey, Patrick D.

AU - Morgan, Keith M.

AU - Kohno, Yasushi

AU - Adams, David R.

PY - 2008

Y1 - 2008

N2 - 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.

AB - 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.

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U2 - 10.1039/b713638b

DO - 10.1039/b713638b

M3 - Article

SN - 1477-0520

VL - 6

SP - 175

EP - 186

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 1

ER -

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

Abstract

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