Process for preparing...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C546S156000

Reexamination Certificate

active

07576214

ABSTRACT:
Starting from ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxo-propanoate (1), the present invention provides highly pure 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (5) in one-pot four steps using a single solvent.

REFERENCES:
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DN 128:321632, Antons et al abstract (1997).
Nishimura et al., ‘An intramolecular cyclization of 7-substituted 6-fluoro-1,8-naphthyridine and -quinoline derivatives [1] [2]’, J. Heterocyclic Chem. Mar.-Apr. 1988, vol. 25, pp. 479-485.
Sanchez et al., ‘An efficient synthesis of 6-fluoronalidixic acid and its cinversion to enoxacin’, J. Heterocyclic Chem. Jan.-Feb. 1987, vol. 24, pp. 215-217.
Egawa et al., ‘Pyridonecarboxylic acids as antibacterial agents. 4. Synthesis and antibacterial activity of 7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid and its analogues’, J. Med. Chem., 1984, vol. 27, pp. 1543-1548.
Matsumoto et al., ‘Pyridonecarboxylic acids as antibacterial agents. 2. Synthesis and structure-activity relationships of 1,6,7-trisubstituted 1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids, including enoxacin, a new antibacterial agent’, J. Med. Chem.

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