HCID 178429948, compound → 4-(2,4,5-Trimethyl-piperazin-1-yl)-phenylamine

HRID 2236697Notes

Reaction equation

HRID 2236697 reaction equation
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][C@@H:26]([CH3:28])[N:25]([CH3:29])[CH2:24][C@@H:23]2[CH3:30])=[CH:18][CH:17]=1.BrC1C=C2C(=CC=1)[C:38](=[O:42])NC(=O)C2=CNC1C=CC(N2CC(C)NC(C)C2)=CC=1>>[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]/[O:42][CH3:38].[CH3:30][CH:23]1[CH2:24][N:25]([CH3:29])[CH:26]([CH3:28])[CH2:27][N:22]1[C:19]1[CH:18]=[CH:17][C:16]([NH2:15])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178461505HCID 178461505, compound

Product 2

HCID 668880404-(2,4,5-Trimethyl-piperazin-1-yl)-phenylamineHCID 68691018(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

Procedure

Using the procedure described for the preparation of 4Z)-6-bromo-4-({[4-(3,5-dimethylpiperazin-1-yl)phenyl]amino}methylene)isoquinoline-1,3(2H,4H)-dione, 0.078 g (49.7% yield) of light brown solid is obtained from 0.10 g (0.30 mmol) of (4E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione and 4-(2,4,5-trimethyl-piperazin-1-yl)-phenylamine (0.073 g, 0.33 mmol) after purified by column chromatography over silica gel using 5% MeOH/CHCl3 as eluent: mp 199-200° C.; MS (ESI) m/z 517.1 (M+H)+1

Sources & evidence

ORD record
ord-9bca3d30957343c396f8575c12b5a19f
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…