Practical copper-catalyzed carbon-nitrogen bond formation of functionalized heteroaryl bromides

ORGN 152

Paul E. Wiedeman, paul.e.wiedeman@abbott.com, Medicinal Chemistry Technologies, Abbott Laboratories, Dept. R4CP, Bldg. AP9B, 100 Abbott Park Rd., Abbott Park, IL 60064-6113 and Vince S. C. Yeh, vince.yeh@abbott.com, Global Pharmaceutical Research and Development, Abbott Laboratories, 100 Abbott Park Road, Abbott Parl, IL 60064.
Metal catalyzed C-N bond formation reactions of aromatic compounds have made dramatic progress over the past decade. Nevertheless, C-N bond formation in heteroarylamines, a class of compounds frequently found in biologically active molecules, remains problematic. Here we present a general method using a CuI/proline catalyst system for the amination of heteroaryl bromides. A variety of couplings with functionalized five- and six-membered heteroaryl bromides and aryl bromides will be highlighted. Rate acceleration with microwave heating is demonstrated.

 

Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007