P. Carabateas, R. Brundage, K. Gelotte
Nov 1, 1984
Citations
0
Influential Citations
14
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The preparation of a variety of 1-ethyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylic acids with a range of substituents on the pyridine ring is described. Starting with the appropriately substituted aniline and using the first two steps of the Gould-Jacobs quinoline synthesis the 7-pyridinyl-3-quinolinecarboxylates can be obtained. Ethylation at the 1-position and hydrolysis of the ester group gives the desired acid products. These compounds have significant antibacterial activity: 1-ethyl-1,4-dihydro-4-oxo-7-(4-pyridinyl)-3-quinolinecarboxylic acid is now in clinical study and 7-(2,6-dimethyl-4-pyridinyl)-1-ethyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid is under advanced evaluation.