1‐Ethyl‐1,4‐dihydro‐4‐oxo‐7‐(pyridinyl)‐3‐quinolinecarboxylic acids. I. Synthesis of 3‐ and 4‐(3‐aminophenyl)pyridine intermediates

作者: Philip M. Carabateas , R. Pauline Brundage , Karl O. Gelotte , Monte D. Gruett , Roman R. Lorenz

DOI: 10.1002/JHET.5570210654

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摘要: A series of substituted 3- and 4-(3-aminophenyl)pyridines has been prepared as intermediates for the synthesis some 1-alkyl-1,4-dihydro-4-oxo-7-pyridinyl-3-quinolinecarboxylic acids. The Hantzsch, Hauser other pyridine syntheses were used. 4-(3-Aminophenyl)pyridine was via 3-(4-pyridinyl)-2-cyclohexen-1-one using Semmler-Wolff reaction.

参考文章(15)
H. M. Stratford, Health Service Bill BMJ. ,vol. 2, pp. 400- 400 ,(1946) , 10.1136/BMJ.2.4471.400-A
Arthur P. Phillips, Hantzsch's Pyridine Synthesis Journal of the American Chemical Society. ,vol. 71, pp. 4003- 4007 ,(1949) , 10.1021/JA01180A037
Krishna C. Agrawal, Ai Jeng Lin, Barbara A. Booth, J. Randall Wheaton, Alan C. Sartorelli, Potential antitumor agents. 9. 2-Formyl(m-amino)phenylpyridine thiosemicarbazones. Journal of Medicinal Chemistry. ,vol. 17, pp. 631- 635 ,(1974) , 10.1021/JM00252A012
Ulli. Eisner, Josef. Kuthan, Chemistry of dihydropyridines Chemical Reviews. ,vol. 72, pp. 1- 42 ,(1972) , 10.1021/CR60275A001
P. M. Carbateas, Gordon L. Williams, Two methods for conversion of an aromatic aldehyde to a 4-arylpyridine. A method for preparation of 3-alkyl-4-arylpyridines Journal of Heterocyclic Chemistry. ,vol. 11, pp. 819- 821 ,(1974) , 10.1002/JHET.5570110531
I. M. Heilbron, D. H. Hey, A. Lambert, 241. Arylpyridines. Part IV. 3- and 4-Pyridyldiphenyls Journal of the Chemical Society (Resumed). pp. 1279- 1284 ,(1940) , 10.1039/JR9400001279
Robert Forsyth, Frank Lee Pyman, CCCLXXXVIII.—Nitration of 2-, 3-, and 4-phenylpyridines J. Chem. Soc.. ,vol. 129, pp. 2912- 2924 ,(1926) , 10.1039/JR9262902912
A. H. Cook, I. M. Heilbron, L. Steger, 109. New therapeutic agents of the quinoline series. Part IV. Lutidylquinolines Journal of the Chemical Society (Resumed). pp. 413- 417 ,(1943) , 10.1039/JR9430000413
Masamichi MARUOKA, Kakuzo ISAGAWA, Yasaburo FUSHIZAKI, 2-メチル-5-アセチルピリジンならびにその誘導体の合成 Nippon Kagaku Kaishi. ,vol. 82, pp. 1279- 1284 ,(1961) , 10.1246/NIKKASHI1948.82.9_1279