1-(2-Furoyl)piperazine → 6-Fluoro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile

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Reaction Steps

This compound was prepared from 4-chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (96) and 2-furoyl piperazine according to general procedure E to yield 2.87 g (71%) of 6-fluoro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (99) as white solids. MP 312° C.; 1H-NMR (DMSO-d6): δ 3.69 (m, 4H), 3.93 (m, 4H), 6.66 (dd, J=1.6, 3.6 Hz, 1H), 7.08 (d, J=3.6 Hz, 1H), 7.89 (d, J=1.6 Hz, 1H), 8.07 (dd, J=2.8, 9.2 Hz, 1H), 8.69 (d, J=2.8 Hz, 1H), 12.30 (s, 1H); EIMS: 368 (M+1).

Provenance & Evidence