O-Demethylation of Pyrilamine

descriptionPublicationkeyboard_double_arrow_right Article 01 Aug 1988 English Publisher:Elsevier BVJournal:Journal of Pharmaceutical Sciences, volume 77, pages 727-728 (issn: 0022-3549,

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Authors: F L, Hsu; S Y, Yeh; S, Munavalli;

doi: 10.1002/jps.2600770818

pmid: 2850359

O-Demethylation of Pyrilamine

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Abstract

O-Demethylation of pyrilamine with l-propanethiol and potassium tert-butoxide gave hydroxytripelennamine, one of the major metabolites of tripelennamine. The reaction of pyrilamine with other demethylating agents has been explored and the products formed have been characterized. The reaction of pyrilamine with 48% hydrobromic acid yielded 2-(2-dimethylaminoethyl)aminopyridine. When a mild, neutral demethylating agent, Me3Sil, was used, 2,3-dihydroimidazopyridinium iodide was the sole product formed.

Related Organizations

National Institute on Drug Abuse
United States
United States Department of the Army
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Keywords

Pyrilamine, Chemistry, Chemical Phenomena, Dealkylation, Aminopyridines, Acids, Hydrobromic Acid

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