Patent · US Expired

Process for the preparation of 1-acyl-4-arylpiperidines

US5789596A · kind A · utility

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1References
17Claims
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Assignee

Inventors

Key dates

Filing dateSep 18, 1997
Grant dateAug 4, 1998
Priority date
Expiry dateSep 18, 2017

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D211/20
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

1-Acyl-4-arylpiperidines of the general formula: ##STR1## wherein R.sup.1 is an aryl group optionally substituted by one or more C.sub.1-6 -alkyl groups, C.sub.1-6 -alkoxy groups, benzyloxy groups or C.sub.1-6 -alkylthio groups and/or one or more fluorine atoms, and R.sup.2 is a C.sub.1-6 -alkyl group, a C.sub.1-6 -alkoxy group, an optionally substituted aryl group, alkylaryl group or a benzyloxy group optionally substituted on the phenyl radical. The 1-acyl-4-arylpiperidines of formula I are prepared by reacting an arylmagnesium halide with a 1-acylpyridinium halide, obtainable from pyridine and an acyl halide, in the presence of a copper compound to give the corresponding 1-acyl-4-aryl-1,4-dihydropyridine, and hydrogenating the latter. The 1-acyl-4-arylpiperidines are intermediates in the synthesis of pharmaceutical active ingredients, for example, neurokinin receptor antagonists.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.