B. Branchini, E. Adams, L. A. Egan
May 1, 1992
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0
Influential Citations
2
Citations
Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
5-Nitro-2-[N-3-(4-azido-2,3,5,6-tetrafluorophenyl)-propylamino]-benzoic acid (FAzNPPB), a photoaffinity analog of the potent epithelial chloride channel blocker 5-nitro-2-(3-phenylpropylamino)-benzoic acid (NPPB) has been prepared in five steps from commercially available 4-amino-2,3,5,6-tetrafluorobenzonitrile. The main feature of this synthesis was the use of NaBH4-CoCl2 to convert an aryl-substituted alkenyl nitrile precursor to the corresponding alkyl amine. The feasibility of this approach and the stoichiometry were developed by model work with cinnamonitrile. Using sodium borotritide-cobalt chloride, [3H]-FAzNPPB (specific activity 13.9 mCi/mmol, radiochemical purity >99%) was prepared in three steps from (E)-4-amino-2,3,5,6-tetrafluorocinnamonitrile.