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Two procedures for the preparation of N‐CD3 labelled nicotine and nicotine analogues are reported. These include: (a) the deuteroiodomethylation of the lithium amide of the corresponding secondary amine; and (b) the alkylation of the corresponding cyclic imine followed by sodium cyanoborohydride reduction of the resulting alkyl iminium salt. Products having both high chemical and isotopic purity are formed.
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Seeman et al. (1979) studied this question.
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