1. Synthesis of pyrazolo[1,5-alpha]pyrimidinone regioisomers.
- Author
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Gavrin LK, Lee A, Provencher BA, Massefski WW, Huhn SD, Ciszewski GM, Cole DC, and McKew JC
- Subjects
- Isomerism, Models, Chemical, Schistosomicides chemical synthesis, Uracil analogs & derivatives, Uracil chemistry, Anti-Inflammatory Agents chemical synthesis, Pyrazoles chemistry, Pyrimidinones chemistry
- Abstract
This work describes two distinct routes to prepare pyrazolo[1,5-alpha]pyrimidin-7-ones and two distinct routes to prepare pyrazolo[1,5-alpha]pyrimidin-5-ones. Use of 1,3-dimethyluracil as the electrophile in the preparation of the pyrimidin-5-one regioisomer represents a correction of previously reported results. Also, a novel reaction to prepare this isomer was identified and the reaction mechanism elucidated. This work provides the experimentalist with complimentary synthetic pathways that afford either the pyrimidin-7-one or the pyrimidin-5-one regioisomer.
- Published
- 2007
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