Preparation of piperidine derivatives

Details Preparation of piperidine derivatives Preparation of piperidine derivatives

1993-09-30

1996-02-06

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546243, C07D21136, C07D21140

Patent

active

054896894

ABSTRACT:
A piperidine derivative such as sufentanil is formed in a process which includes the step of condensing a piperidone with a primary amine so as to form a 4-amino-4-carboxyamino-piperidine.

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Rosow, Carl E., "Sufentanil Citrate: A New Opiod Analgesic for Use in Anesthesia", Pharmacotherapy, vol. 4, No. 1, 1984, pp. 11-19.
Van Daele et al., "Synthetic Analgesics: N-(1-[2-Arylethyl]-4-substituted 4-Piperidinyl) N-Arylalkanamides", Arzneim.-Forsch. (Drug Res.), 26, Nr. 8 (1976), pp. 1521-1531.
Niemegeers et al., "Sufentanil, a Very Potent and Extremely Safe Intravenous Morphine-like Compound in Mice, Rats and Dogs", Arzneim.-Forsch. (Drug Res.) 26, Nr. 8 (1976) pp. 1551-1556.
Colapret, et al., "Synthesis and Pharmacological Evaluation of 4,4-Disubstituted Piperidines", J. Med. Chem, 1989, 32, 968-974.
Brown et al., "An Unusual Reduction of Tertiary Amides with Carbon-Nitrogen Fission", Communications, pp. 63-64.
John T. Lai, "Hindered Amines. Synthesis of Hindered Acyclic .alpha.-Amino-acetamides", American Chemical Society, 1980.
Taber et al. "Amide to Ester Conversion: A Practical Route to the Carfentanil Class of Analgetics," J. Org. Chem., 57:4037-4038 (1992).
Chemical Abstracts, vol. 114, No. 25, Abstract No. 247703 (Jun. 24, 1991); and Nanjing Daxue Xuebao, Ziran Kexue, 26:4, pp. 667-674 (1990).

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