2-Hydroxyquinoline → HCID 25142638, Verbindung

HRID 887071

Reaktionsgleichung

Reaktionsgleichung von HRID 887071
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH2:18])[CH2:11][CH2:10]1.[O:19]=[C:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][C:24]([C:30](O)=[O:31])=[CH:25][CH:26]=2)[NH:21]1.N1C2C(=CC=CC=2)C=CC1=O>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:30]([C:24]2[CH:23]=[C:22]3[C:27]([CH2:28][CH2:29][C:20](=[O:19])[NH:21]3)=[CH:26][CH:25]=2)=[O:31])[CH2:13][CH2:14]1

Komponenten

5

Edukt 3

HCID 60382-HydroxyquinolineHCID 104672591-(3-Aminopropyl)-4-(2-methoxyphenyl)piperazineHCID 132430012-Oxo-1,2,3,4-tetrahydroquinoline-7-carboxylic acid

Produkt 1

HCID 25142638HCID 25142638, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

N-(3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl)-2-oxo-1,2,3,4-tetrahydroquinoline-7-carboxamide (35) (Scheme 6) was prepared from 3-(4-(2-methoxyphenyl)piperazin-1-yl)propan-1-amine (34) and 2-oxo-1,2,3,4-tetrahydroquinoline-7-carboxylic acid (22) according to the protocol described for the compound 23 (Scheme 4, Example 35). Colorless oil (0.1 g, 20%). 1H NMR (400 MHz, CDCl3): δ 1.67 (quintet, J=6.4 Hz, 2H); 1.73-1.78 (m, 2H); 2.62 (t, J=8.0 Hz, 2H); 2.70 (broad s, 4H); 3.05-3.08 (m, 5H); 3.47-3.49 (m, 2H); 3.85 (s, 3H); 4.21 (t, J=5.6 Hz, 2H); 6.86 (d, J=7.6 Hz, 1H); 6.92-6.95 (m, 2H); 6.98-7.03 (m, 1H); 7.35 (d, J=1.2 Hz, 1H); 7.52 (dd, J=6.0, 3.6 Hz, 1H); 7.70 (dd, J=6.0, 3.6 Hz, 1H). MS (ESI): m/z=404.5 (M+−H2O).

Quellen und Nachweise

ORD-Eintrag
ord-1ce2d898def140dc88b6b625f3d13c74
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08247420B2

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