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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 8
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Original Articles

A Novel Synthesis of the Antipsychotic Agent Ziprasidone

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Pages 1629-1638 | Received 04 Oct 1995, Published online: 15 Aug 2006

References and Notes

  • Howard , H. R. , Prakash , C. and Seeger , T. F. 1994 . Drugs of the Future , 19 : 560
  • Howard , H. R. , Shenk , K. D. , Smolarek , T. A. , Marx , M. H. , Windels , J. H. and Roth , R. W. 1994 . J. Labelled Compds. Radiopharm. , 34 : 117
  • Quallich , G. J. and Morrissey , P. M. 1993 . Synthesis , : 51
  • Abdulla , R. F. and Brinkmeyer , R. S. 1979 . Tetrahedron , 35 : 1675
  • Haefliger , W. and Knecht , H. 1983 . Tet. Lett. , 25 : 285
  • Yevich , J. P. , New , J. S. , Smith , D. W. , Lobeck , W. G. , Catt , J. D. , Minielli , J. L. , Eison , M. S. , Taylor , D. P. , Riblet , L. A. and Temple , D. L. Jr. 1986 . J. Med. Chem. , 29 : 359
  • Abdel-Magid , A. F. , Maryanoff , C. A. and Carson , K. G. 1990 . Tet. Lett. , 31 : 5595
  • This unusual product was seen also with other piperazinylethyl substrates in the malonate displacements as well as with the corresponding phenethyl alcohol where hydroxide would be the leaving group
  • Krapcho , A. P. 1982 . Synthesis , : 805
  • Since 12 contained a basic 1-(1,2-benzisothiazol-3-yl)-piperazine group this would indicate some zwitterionic form at pH 8. This has not been confirmed and the proton nmr in deuteriochloroform showed the α–proton at δ 5.68
  • Cohen , J. B. and Dakin , H. D. 1901 . J. Chem. Soc. , 79 : 1130

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