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Wiley, Journal of Labelled Compounds and Radiopharmaceuticals, 13(44), p. 881-888

DOI: 10.1002/jlcr.512

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Synthesis of15N-labelled nornicotine and15N-labelled nicotine

Journal article published in 2001 by Giang Vo-Thanh, Fran�ois-Xavier Felpin ORCID, Gilbert Nourrisson, Michel Trierweiler, Richard J. Robins, Jacques Lebreton
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

The synthesis of 15N-labelled nornicotine 2 and 15N-labelled nicotine 1 is described via the reductive aminocyclization of a 1,4-ketoaldehyde with a corresponding amine in the presence of sodium cyanoborohydride. Yields of 30% and 26%, respectively, were obtained from 3-bromopyridine. The 15N-label has been easily introduced from ammonium-15N-labelled chloride as an inexpensive label source. As far as we are aware, this is the first synthesis of 15N-labelled nicotine. Copyright © 2001 John Wiley & Sons, Ltd.