Synthesis of (±)‐[1,1′‐15N2, 2′‐13C]‐trans‐3′‐methylnicotine

Sarath R. Sirimanne, Vincent L. Maggio, Donald George Jr Patterson

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Abstract

The synthesis of (±)‐[1,1′‐15N2, 2′‐13C]‐trans‐3′‐methylnicotine is reported. 15N‐3‐Bromopyridine obtained from bromination of pyridine was formulated with nBuLi/[carbonyl‐13C]‐methyl formate. The resulting 15N‐Pyridine‐3‐[13C‐carbonyl]‐carboxaldehyde was reacted with 15N‐methylamine and then the resulting Schiff's base was condensed with succinic anhydride to give (±)‐[1,1′‐15N2, 5′‐13C]‐trans‐4′‐carboxycotinine. Reduction with lithium aluminium hydride and mesylation followed by reduction with Zn/Nal gave (±)‐[1,1′‐15N2, 2′‐13C]‐trans‐3′‐methylnicotine.

Original languageEnglish (US)
Pages (from-to)163-174
Number of pages12
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume31
Issue number3
DOIs
Publication statusPublished - Jan 1 1992

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All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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