1-(2-Furoyl)piperazine → 6-Fluoro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl Ester

HRID 901260

Reaktionsgleichung

Reaktionsgleichung von HRID 901260
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:18])[NH:8][C:9]2[C:14]([C:15]=1Cl)=[CH:13][C:12]([F:17])=[CH:11][N:10]=2)=[O:5])[CH3:2].[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:24]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)=[O:25]>>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:18])[NH:8][C:9]2[C:14]([C:15]=1[N:29]1[CH2:30][CH2:31][N:26]([C:24]([C:20]3[O:19][CH:23]=[CH:22][CH:21]=3)=[O:25])[CH2:27][CH2:28]1)=[CH:13][C:12]([F:17])=[CH:11][N:10]=2)=[O:5])[CH3:2]

Komponenten

3

Edukt 2

HCID 5502061-(2-Furoyl)piperazineHCID 692189084-Chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl Ester

Produkt 1

HCID 692183636-Fluoro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic Acid Ethyl Ester

Versuchsvorschrift

This compound was prepared from 4-chloro-6-fluoro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carboxylic acid ethyl ester (78) and 2-furoyl piperazine according to general procedure E. Yield 3.11 g (74%), MP 207° C.; 1H-NMR (DMSO-d6): δ 1.27 (t, J=6.8 Hz, 3H), 3.11 (m, 4H), 3.90 (m, 4H), 4.29 (q, J=6.8 Hz, 2H), 6.65 (dd, J=2.0, 3.6, Hz, 1H), 7.04 (d, J=3.6 Hz, 1H), 7.87 (d, J=1.6 Hz, 1H), 8.06 (dd, J=2.8, 8.0 Hz, 1H), 8.63 (d, J=2.8 Hz, 1H) 12.40 (s, 1H); EIMS: 415 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-c72c2e3e60444f69afac9b45ef9a2071
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07361760B2

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