1-(2-Furoyl)piperazine → 6-Chloro-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 4,6-dichloro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (97) and 2-furoyl piperazine according to general procedure E to yield 2.27 g (71%) of 6-chloro-2-oxo-4-[4-(furan-2-carbonyl)-piperazine-1-yl]-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (101) as yellow solids. MP 303° C.; 1H-NMR (DMSO-d6): δ 3.76 (m, 4H), 3.93 (m, 4H), 6.65 (dd, J=1.6, 3.6 Hz, 1H), 7.09 (d, J=3.6 Hz, 1H), 7.89 (d, J=1.6 Hz, 1H), 8.21 (d, J=2.4 Hz, 1H), 8.66 (d, J=2.4 Hz, 1H), 12.36 (s, 1H); EIMS: 384 (M+1).

Provenance & Evidence