Studies on Pyridonecarboxylic Acids. V. A Practical Synthesis of Ethyl 6,7-Difluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate, a Key Intermediate for the New Tricyclic Quinolone, Prulifloxacin (NM441) and Versatile New Syntheses of the 2-Thioquinoline Skeleton

Journal of Heterocyclic Chemistry

Volumn 34, Issue 6, 1997, Pages 1773-1779

  Matsuoka, Masato ^a   Segawa, Jun ^a   Makita, Yoshihiko ^a   Ohmachi, Shinji ^a   Kashima, Tatsuhiko ^a   Nakamura, Ken Ichi ^a   Hattori, Masayuki ^a   Kitano, Masahiko ^a   Kise, Masahiro ^a  

^a NIPPON SHINYAKU CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

6,7 DIFLUORO 1 METHYL 4 OXO 4H 1,3 THIAZETO[3,2 A]QUINOLINE 3 CARBOXYLIC ACID ETHYL ESTER; CARBOXYLIC ACID DERIVATIVE; PRULIFLOXACIN; PYRIDONE DERIVATIVE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; STRUCTURE ANALYSIS;

EID: 0031418029     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570340622     Document Type: Article

References (15)

1. [1a] J. Segawa, M. Kitano, K. Kazuno, M. Matsuoka, I. Shirahase, M. Ozaki, M. Matsuda, Y. Tomii and M. Kise, J. Med. Chem., 35, 4727 (1992);
2. [b] J. Segawa, M. Kitano, K. Kazuno, M. Tsuda, I. Shirahase, M. Ozaki, M. Matsuda, Y. Tomii and M. Kise, J. Heterocyclic Chem., 29, 1117 (1992);
3. [c] J. Segawa, K. Kazuno, M Matsuoka, I. Shirahase, M. Ozaki, M. Matsuda, Y Tomii, M. Kitano and M. Kise, Chem. Pharm. Bull, 43, 63 (1995);
4. [d] J. Segawa, K. Kazuno, M. Matsuoka, I. Amimoto, M. Ozaki, M. Matsuda, Y. Tomii, M. Kitano and M. Kise, Chem. Pharm. Bull., 43, 1238 (1995).
5. R. G. Gould and W. A. Jacobs, J. Am. Chem. Soc., 61, 2890 (1939).
6. P. Metzner and J. Vialle, Tetrahedron, 34, 2289 (1978).
7. A. Maslankiewicz and L. Skrzyper, Synthesis, 835 (1986).
8. R. Gompper and W. Topfl, Chem. Ber. 95, 2861 (1962).
9. Y. Tominaga, T. Michioka, K. Moriyama and A. Hosomi, J. Heterocyclic Chem., 27, 1217 (1990).
10. D. T. W. Chu, C. W. Nordeen, D. J. Hardy, R. N. Swanson, W. J. Giardina, A. G. Pernet, and J. J. Plattner, J. Med. Chem., 34, 168 (1991).
11. E. B. Choi, I. K. Youn and C. S. Pak, Synthesis, 792 (1988).
12. J. Nakano, R Okada, T. Hirose and J. Matsuraoto, Japan Patent Kokai 01-224363 (1989); Chem, Abstr., 112, 138920n (1990).
13. J. Nakano, R Okada, T. Hirose and J. Matsuraoto, Japan Patent Kokai 01-224363 (1989); Chem, Abstr., 112, 138920n (1990).
14. [10a] L Legrand and N. Loza'ch, Bull Soc. Chim. France, 618 (1961);
15. [b] L. Legrand and N. Loza'ch, Bull. Soc. Chim. France, 2088 (1960).