m-Anisoyl chloride → 3-Methoxy-N-[6-(4-acetylpiperazin-1-yl)-4-benzylamino-3-cyanoquinolin-2-yl]benzamide
Reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N:22]3[CH2:27][CH2:26][N:25]([C:28](=[O:30])[CH3:29])[CH2:24][CH2:23]3)[CH:8]=2)[N:3]=1.[CH3:31][O:32][C:33]1[CH:34]=[C:35]([CH:39]=[CH:40][CH:41]=1)[C:36](Cl)=[O:37]>N1C=CC=CC=1>[CH3:31][O:32][C:33]1[CH:34]=[C:35]([CH:39]=[CH:40][CH:41]=1)[C:36]([NH:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N:22]3[CH2:23][CH2:24][N:25]([C:28](=[O:30])[CH3:29])[CH2:26][CH2:27]3)[CH:8]=2)[N:3]=1)=[O:37]Participants
4
Procedure
To the solution of 1.2 g 2-amino-3-cyano-4-benzylamino-6-(4-acetylpiperazin-1-yl)quinoline in 20 ml pyridine, 1.5 g 3-methoxybenzoyl chloride is added and the mixture is heated at reflux temperature for 5 hours. The reaction mixture is poured onto 30 g ice-water and the precipitated solid material is filtered off. After drying 0.45 g of the title compound is obtained (MH+: 535).