Patent · US Expired

Preparation of 3-(pyridinyl)-2-cyclohexene-1-ones

US4127583A · kind A · utility

0Cited by

3References

4Claims

0Family size

Assignee

Sterling Drug, Inc. · US

Inventors

Karl O. Gelotte · Watchung, US
Andrew W. Zalay · Albany, US
Malcolm R. Bell · East Greenbush, US

Key dates

Filing date	Jan 19, 1978
Grant date	Nov 28, 1978
Priority date	—
Expiry date	Jan 19, 1998

Classification

Technology area (CPC C)Chemistry; Metallurgy
CPC primaryC07D213/79
WIPO fieldOrganic fine chemistry
WIPO sectorChemistry

Abstract

3-(4- OR 3-Pyridinyl)-2-cyclohexen-1-ones (I) and their oxime derivatives are useful in preparing (3-aminophenyl)pyridines, in turn, useful in preparing known antibacterial agents. Also shown is the preparation of I by starting with the reaction of methyl vinyl ketone with either 1-(pyridinyl)-1-(lower-tertiary-amino)-ethylene (II) or lower-alkyl 3-(pyridinyl)-3-oxopropanoate. Also shown is the process of converting I to its oxime, acylating the oxime and heating the acylated oxime under acidic conditions to produce N-(lower-acyl)-3-(pyridinyl)-aniline (VII), and hydrolyzing VII under aqueous alkaline conditions to produce the corresponding 3-(pyridinyl)aniline.

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