Amino 4-methylbenzene-1-sulfonate → 1-Amino-2-(3-methoxybenzoylamino)-3-cyano-4-benzylamino-6-(4-acetylpiperazin-1-yl)quinolinium tosylate
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:38]=[CH:39][CH:40]=1)[C:6]([NH:8][C:9]1[C:18]([C:19]#[N:20])=[C:17]([NH:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([N:29]3[CH2:34][CH2:33][N:32]([C:35](=[O:37])[CH3:36])[CH2:31][CH2:30]3)[CH:15]=2)[N:10]=1)=[O:7].[S:41]([O:51][NH2:52])([C:44]1[CH:50]=[CH:49][C:47]([CH3:48])=[CH:46][CH:45]=1)(=[O:43])=[O:42]>CN(C)C=O.ClCCl>[S:41]([C:44]1[CH:50]=[CH:49][C:47]([CH3:48])=[CH:46][CH:45]=1)([O-:51])(=[O:43])=[O:42].[NH2:52][N+:10]1[C:11]2[C:16](=[CH:15][C:14]([N:29]3[CH2:30][CH2:31][N:32]([C:35](=[O:37])[CH3:36])[CH2:33][CH2:34]3)=[CH:13][CH:12]=2)[C:17]([NH:21][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[C:18]([C:19]#[N:20])[C:9]=1[NH:8][C:6](=[O:7])[C:5]1[CH:38]=[CH:39][CH:40]=[C:3]([O:2][CH3:1])[CH:4]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To the solution of 0.72 g 3-methoxy-N-[6-(4-acetylpiperazin-1-yl)-4-benzylamino-3-cyanoquinolin-2-yl]benzamide in 20 ml dimethylformamide, 0.6 g of O-tosylhydroxylamine in 25 ml dichloromethane is added dropwise at 20° C. in 15 minutes. After 5 hours of stirring the precipitated crystalline material is filtered off. After drying 0.65 g of the title compound is obtained (MH+: 551).
Workup
- filtrationis filtered off
- dry with materialAfter drying 0.65 g of the title compound
- customis obtained (MH+: 551)
Sources & evidence
- ORD record
- ord-7481a9ac22a44dd68feea6e908346c39
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08338411B2
Reaction notes
Loading…