Method for making nicotine hapten

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

Reexamination Certificate

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Reexamination Certificate

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07446205

ABSTRACT:
A high yielding and short process for preparing the 3′-aminomethylnicotine hapten of general formula Ipermits the isolation of the hapten in very pure quantities. The process can be adapted for the synthesis of a single stereoisomer or mixtures of stereoisomers, such as the stereoisomers trans-Ia and trans-Ib:Compounds of general formula I are useful for the preparation of hapten-carrier conjugates in the treatment of nicotine addiction.

REFERENCES:
patent: 5278176 (1994-01-01), Lin
Pozdnev, “Activation of Carboxylic Acids by Pyrocarbonates,”Tetrahedron Letters, Sep. 25, 1995, pp. 7115-7118, vol. 36.
Zhai et al., “Development and validation of HPLC methods for enantiospeartion of mirtazapine enantiomers at analytical and semi-preparative scale using polysaccharide chiral stationary phases,”Analytica Chimica Acta, Sep. 26, 2005, pp. 123-129, vol. 550, Issues 1-2.

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