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Synfacts 2009(8): 0844-0844  
DOI: 10.1055/s-0029-1217449
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Friedel-Crafts, Thermal or Reductive Cyclization Route to Thienopyridines

Contributor(s): Victor Snieckus, Toni Rantanen
K. M. Engstrom*, A. L. Baize, T. S. Franczyk, J. M. Kallemeyn, M. M. Mulhern, R. C. Rickert, S. Wagaw
Abbott Laboratories, North Chicago, USA
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Publikationsverlauf

Publikationsdatum:
23. Juli 2009 (online)

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Significance

Reported are two new synthetic routes to 3-substituted 4-amino-[3,2-c]thienopyr-idines and their comparison to the literature route (J. S. New et al. J. Med. Chem. 1989, 32, 1147). Both new routes avoid the use of azide and high (250 ˚C) temperatures, with the Friedel-Crafts route (B) being the superior one (42% yield, one flash chromatography).