Potassium Bromide → HCID 12044122, Verbindung
Reaktionsgleichung
[NH2:1][C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH2:22][CH2:23][N:24]([CH2:27][CH2:28][CH2:29][NH2:30])[CH2:25][CH:26]=2)=[CH:17][CH:16]=1.CC1C=CC=C2C=1N[C:39](=[O:42])NC2=O.[K+].[Br-]>>[Cl:13][C:10]1[C:11]([CH3:12])=[C:2]2[C:3]([C:4](=[O:6])[N:30]([CH2:29][CH2:28][CH2:27][N:24]3[CH2:23][CH:22]=[C:21]([C:18]4[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=4)[CH2:26][CH2:25]3)[C:39](=[O:42])[NH:1]2)=[CH:8][CH:9]=1Komponenten
Versuchsvorschrift
The same general procedure was followed as in Example 7 with starting materials, 2-amino-3-methyl-4-chloro-benzoic acid, methyl ester and 3-[4-(4-Chloro-phenyl)-3,6-dihyro-2H-pyridin-1-yl]-propylamine to yield 7-Chloro-3-{3-[4-(4-chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-propyl{-8-methyl-1H-quinazoline-2,4-dione. The maleate salt of the compound has the following was found to have: Mp. 208-210° C.; 1H NMR DMSO-d6 δ 10.90 (s, 1H), 9.44 (brd s, 1H), 7.80 (d, J=8.7 Hz, 1H), 7.46 (dd, J=8.7, 20.5 Hz, 4H) 7.28 (d, J=8.5 Hz, 1H), 6.20 (brd s, 1H), 6.00 (s, 2H), 3.98 (t, J=6.4 Hz, 2H), 3.84-3.54 (m, 2H), 3.38-3.26 (m, 2H), 3.25-3.10 (m, 2H), 2.75-2.624(m, 2H), 2.39 (s, 3H), 2.10-1.99 (m, 2H); IR (KBr) 3351, 3226, 3071 2965, 2728, 2603, 1904, 1714, 1656, 1612, 1596, 1448, 1353, 1321, 1294, 1261, 1205, 1152, 1134, 1094, 1011, 989, 950, 922, 866, 836, 811, 763, 729, 706, 682, 645, 579, 523, 511, 499, 468, 441, 404; Analysis calculated for C23H23Cl2N3O2.C4H4O4: C, 57.86; H, 4.86; N, 7.50. Found: C, 57.55; H, 4.79; N, 67.36.
Aufarbeitung
- customto yield 7-Chloro-3-{3-[4-(4-chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-propyl
Quellen und Nachweise
- ORD-Eintrag
- ord-3898672e0ac74f719ffe7385d790e249
- Quelldatensatz
- uspto-grants-2003_02
- Patentnummer
- US06521630B1
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