HCID 19365026, compound → HCID 59526799, compound

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Reaction Steps

The title compound is prepared from ethyl 1-cyclopropyl-6,7-difluoro-2-mercapto-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (See US 2008071086, which is hereby incorporated by reference for its teachings regarding this and other compounds, see also, Hashimoto, et al., 2007) using a procedure analogous to that describing the preparation of 9-cyclopropyl-6,7-difluoro-3-hydroxyl-4-oxo-4,9-dihydrothieno[2,3-b]quinoline-2-carbonitrile. (Chiba, et al., JP 03-223289) The crude product is purified by recrystallization from DMF to give the title compound as a white solid. 1H NMR: δ 1.04 (m, 2H), 1.27 (m, 2H), 3.90 (m, 1H), 4.02 (d, J=1.5 Hz, 3H), 7.89 (dd, J=10.0 Hz, 8.5 Hz, 1H). 19F NMR: δ −145.0 (d, J=22.5 Hz, 1F), −138.9 (d, J=22.5 Hz, 1F). LCMS (APCI): m/z calcd for C16H10F2N2O3S ([M]+) 348. found 349 ([M+H]+).

Provenance & Evidence