4-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinazoline → HCID 21936057, compound
Reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[Br:25][C:26]1[C:31]([NH2:32])=[C:30]2[O:33][CH2:34][O:35][C:29]2=[CH:28][CH:27]=1>>[Br:25][C:26]1[C:31]([NH:32][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]4[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]4)=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][N:3]=2)=[C:30]2[O:33][CH2:34][O:35][C:29]2=[CH:28][CH:27]=1Participants
3
Procedure
Using an analogous procedure to that described in Example 15, 4-chloro-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline was reacted with 6-bromo-2,3-Methylenedioxyaniline to give the title compound as a solid; NMR Spectrum: DMSOd6 and CF3CO2D) 2.3 (m, 2H), 2.95 (s, 3H), 3.2–3.9 (br s, 8H), 3.4 (m, 2H), 4.0 (s, 3H), 4.35 (m, 2H), 6.15 (s, 2H), 7.05 (d, 1H), 7.3 (d, 1H), 7.4 (s, 1H), 8.15 (s, 1H), 8.9 (s, 1H); Mass Spectrum: M+H+ 530 and 532; Elemental Analysis: Found C, 54.25; H, 5.54; N, 12.8. C24H28BrN5O4 requires C, 54.35; H, 5.32; N, 13.2%.
Sources & evidence
- ORD record
- ord-facc6c9564654b8c9fe2828aac488eee