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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 8
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Original Articles

A Novel Synthesis of the 5HT3-Receptor Antagonist BRL 49231

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Pages 1091-1100 | Received 20 Sep 1993, Published online: 23 Sep 2006

References

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  • Narr , B. , Hauel , N. , Noll , K. , Heider , J. , Psiorz , M. , Bomhard , A. , Van Meel , J. and Diederen , W. Ger. Offen. DE 3,639,466 (Chemical Abstracts 109 149533c)
  • Coates , I. H. , North , P. C. and Oxford , A. W. Eur. Pat. Appl. , EP 306,323
  • Fujimoto Pharmaceutical Co. Ltd., Jpn. Kokai Tokkyo Koho JP 57,212,165 . (Chemical Abstracts 98 160714n)
  • Continental Farma Inc., Jpn. Kokai Tokkyo Koho JP 61,176,571 . (Chemical Abstracts 106 119885q)
  • Webb , R. L. and Lewis , J. J. 1981 . J. Heterocyclic Chem. , 18 : 1301
  • The acetoacetate 3 can be purified by column chromatography and has been characterised by its 1H NMR and mass spectra. It exists in solution as a mixture of keto-enol forms
  • The chlorides (and iodides) are prone to decomposition on chromatography and on storage
  • The use of 2, X=Cl, R=Bn has also been examined in the alkylation reaction but its poor solubility in THF was a major problem and the required product was not obtained

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