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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 5
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Original Articles

Synthesis of 2-Cyanomethyl-1-Methylpiperidine

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Pages 691-701 | Received 31 Jul 1994, Published online: 23 Sep 2006

References

  • Mohammad , T. , Midha , K. K. and Hawes , E. M. 1986 . J. Labelled Compd. Radiopharm. , 23 : 749
  • Patrick , K. S. and Singletary , J. L. 1991 . Chirality , 3 : 208
  • Hammer , C. F. and Heller , S. R. 1972 . Tetrahedron , 28 : 239
  • Dieter , R. K. , Deo , N. M. , Lagu , B. R. and Dieter , J. W. 1992 . J. Org. Chem. , 16 : 1663
  • Hawes , E. M. A 1H-NMR spectrum of 2-cyano-[2H2]-methyl-1-methylpiperidine kindly supplied by Dr.' laboratory (see reference 1) exhibited the presence of deuterated analogs of II and IV in a 85:15 ratio.
  • De Costa , B. R. , Dominguez , C. , He , X. , Williams , W. , Radesca , L. and Bowen , W. 1992 . J. Med. Chem. , 35 : 4334
  • Sperber , N. , Sherlock , M. , Papa , D. and Kendar , D. 1959 . J. Am. Chem. Soc. , 81 : 704
  • Jagdamm , G. Jr. , Munson , H. Jr. and Gero , T. 1990 . Synth. Commun. , 20 : 1203
  • Conventional' methods to convert ester VII to the corresponding amide by treating it with either liquid ammonia in ethanol, or aqueous ammonia under varying conditions of temperature and pressure, failed in our hands.
  • Similar results were observed when III was treated with imidazole in DMSO.

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