Optically active nicotine analogs and process for their preparat

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546282, C07D40104

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active

044529848

ABSTRACT:
This invention provides a process for the preparation of cotinine and nicotine analogs containing substituents on pyrrolidinone/pyrrolidine ring at the 3' position of cotinine and at the 4' and 5' position of nicotine.
The process proceeds via a first step preparation of a cotinine intermediate which is represented by the formula: ##STR1## wherein M is an alkali metal cation.

REFERENCES:
Morrin et al., Chem. Abstracts, vol. 93, No. 13, Item 93-132, 669e, Sep. 29, 1980.
March, Advanced Organic Chemistry, Second Edition, pp. 108-111, McGraw-Hill Pub., 1977.
Hecht et al., Journal of Medicinal Chem., vol, 23, No. 10, pp. 1175-1178, Oct. 1980.
Castonguay et al., Journal of Organic Chem., vol. 44, No. 24, pp. 4332-4337, (1979).
Titus et al., Chemical Abstracts, vol. 76, No. 1, Item No. 1928q, Jan. 3, 1972.
Chemical Abstracts, Ninth Collective Index, vols. 76-85, Formulas C.sub.9 H.sub.13 BrS-C.sub.12 H.sub.10 N.sub.2 O.sub.2 Zr, (1976).

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