ORGN 139 |
| Thomas Nixey1, Balan Chenera1, Thomas E. Vasquez2, Vijay K. Gore1, and Christopher Hulme1. (1) Medicinal Chemistry Technologies, Chemistry Research & Development, Amgen, One Amgen Center Drive, Thousand Oaks, CA 91320, (2) Department of Chemistry, University of California, Irvine, Irvine, CA |
| Novel solution phase syntheses of arrays of biologically relevant pyrazolopyridines 2 and pyrazoloquinazolinones 3 via simple microwave driven one-pot procedures are revealed. Amino-pyrazoles 1 are generated in good to excellent yield by MAOS condensation of a-cyano-ketones and hydrazines. Synthetic branching from intermediate 1 again utilizing MAOS affords a variety of pyrazoloquinazolinones 3 and pyrazolopyridines 2. These new methodologies further demonstrate the growing importance of economic and enabling complexity generating chemistries in the lead discovery arena. Interestingly, tri-cyclic pyrazoloquinazolinones 3 exhibit a variety of pharmacological activities such as anti-secretory, anti-allergic, anti-parasitic and anti-inflammatory - the route described herein represents the shortest currently known for this class of molecule. |
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New Reactions and Methodology, Metal-Mediated Reactions, Heterocycles and Aromatics
8:00 PM-10:00 PM, Sunday, March 28, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Organic Chemistry |
