2-Oxo-1,2,3,4-tetrahydroquinoline-7-carboxylic acid → 4-(4-(2-Methoxyphenyl)piperazin-1-yl)butyl 2-oxo-1,2,3,4-tetrahydroquinoline-7-carboxylate

HRID 887066

Reaktionsgleichung

Reaktionsgleichung von HRID 887066
[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][CH2:18][OH:19])[CH2:11][CH2:10]1.[O:20]=[C:21]1[CH2:30][CH2:29][C:28]2[C:23](=[CH:24][C:25]([C:31](O)=[O:32])=[CH:26][CH:27]=2)[NH:22]1>>[O:20]=[C:21]1[CH2:30][CH2:29][C:28]2[C:23](=[CH:24][C:25]([C:31]([O:19][CH2:18][CH2:17][CH2:16][CH2:15][N:12]3[CH2:11][CH2:10][N:9]([C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=4[O:2][CH3:1])[CH2:14][CH2:13]3)=[O:32])=[CH:26][CH:27]=2)[NH:22]1

Komponenten

3

Edukt 2

HCID 132430012-Oxo-1,2,3,4-tetrahydroquinoline-7-carboxylic acidHCID 148553204-(4-(2-Methoxyphenyl)piperazin-1-yl)butan-1-ol

Produkt 1

HCID 574201774-(4-(2-Methoxyphenyl)piperazin-1-yl)butyl 2-oxo-1,2,3,4-tetrahydroquinoline-7-carboxylate

Versuchsvorschrift

4-(4-(2-Methoxyphenyl)piperazin-1-yl)butyl 2-oxo-1,2,3,4-tetrahydroquinoline-7-carboxylate (23c) (Scheme 4) was synthesized from the compound 21c and the carboxylic acid 22 according to the protocol described for the compound 23a (Example 35). Off-white solid, 0.085 g (13%). 1H NMR (400 MHz, CDCl3): δ 1.66-1.72 (m, 2H); 1.78-1.84 (m, 2H); 2.47 (t, J=7.6 Hz, 2H); 2.63-2.67 (m, 6H); 3.01 (t, J=7.2 Hz, 2H); 3.09 (broad s, 4H); 3.84 (s, 3H); 4.34 (t, J=6.8 Hz, 2H); 6.83-7.00 (m, 4H); 7.21 (d, J=8.0 Hz, 1H); 7.47 (s, 1H); 7.66 (dd, J=1.6, 8.0 Hz, 1H); 8.61 (broad s, 1H). MS (ESI): m/z=438.20 (M+H+).

Quellen und Nachweise

ORD-Eintrag
ord-1fadd306c3b140a39b4fa75ad9d8585a
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08247420B2

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