7-(Hydroxymethyl)-3,4-dihydroquinolin-2(1H)-one → (2-Oxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl 4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butanoate
Reaktionsgleichung
[OH:1][CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.[Cl:14][C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=1[N:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][CH2:30][C:31](O)=[O:32])[CH2:24][CH2:23]1>>[Cl:14][C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=1[N:22]1[CH2:23][CH2:24][N:25]([CH2:28][CH2:29][CH2:30][C:31]([O:1][CH2:2][C:3]2[CH:12]=[C:11]3[C:6]([CH2:7][CH2:8][C:9](=[O:13])[NH:10]3)=[CH:5][CH:4]=2)=[O:32])[CH2:26][CH2:27]1Komponenten
3
Versuchsvorschrift
(2-Oxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl 4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butanoate (38d) (Scheme 7) was prepared from the carbinol 37 and the carboxylic acid 18d according to the protocol described for the compound 38a (Example 55). White solid, 0.2 g (50%). 1H NMR (400 MHz, CDCl3): δ 1.85 (quintet, J=7.2 Hz, 2H); 2.39-2.42 (m, 4H); 2.59-2.63 (m, 6H); 2.94 (t, J=8.4 Hz, 2H); 3.01 (broad s, 4H); 5.04 (s, 2H); 6.83 (d, J=1.6 Hz, 1H); 6.90-6.93 (m, 1H); 6.96 (dd, J=1.2, 7.6 Hz, 1H); 6.97-7.13 (m, 3H); 9.29 (s, 1H). MS (ESI): m/z=476.10 (M+H+).