Phenacyl bromide → 6-Fluoro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1-(2-oxo-2-phenyl-ethyl)-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl Ester
Reaktionsgleichung
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:30])[NH:8][C:9]2[C:14]([C:15]=1[N:16]1[CH2:21][CH2:20][N:19]([C:22]([C:24]3[O:25][CH:26]=[CH:27][CH:28]=3)=[O:23])[CH2:18][CH2:17]1)=[CH:13][C:12]([F:29])=[CH:11][N:10]=2)=[O:5])[CH3:2].Br[CH2:32][C:33]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:34]>>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:30])[N:8]([CH2:32][C:33](=[O:34])[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:9]2[C:14]([C:15]=1[N:16]1[CH2:21][CH2:20][N:19]([C:22]([C:24]3[O:25][CH:26]=[CH:27][CH:28]=3)=[O:23])[CH2:18][CH2:17]1)=[CH:13][C:12]([F:29])=[CH:11][N:10]=2)=[O:5])[CH3:2]Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
This compound was prepared from 6-fluoro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic acid ethyl ester (81) and 2-bromoacetophenone according to General Procedure B. Yield 298 mg (34%), MP 134° C.; 1H-NMR (DMSO-d6): δ 1.27 (t, J=7.2 Hz, 3H), 3.19 (m, 4H), 3.94 (m, 4H), 4.31 (q, J=7.2 Hz, 2H), 5.88 (s, 2H), 6.66 (dd, J=1.6, 3.2, Hz, 1H), 7.07 (d, J=3.6 Hz, 1H), 7.61 (m, 2H), 7.74 (m, 1H), 7.88 (d, J=1.2 Hz, 1H), 8.11 m, 2H), 8.20 (dd, J=2.8, 8.8 Hz, 1H), 8.64 (d, J=2.8 Hz, 1H); EIMS: 533 (M+1). Anal. (C28H25FN4O6) C, H, N.