HCID 178429948, compound → 4-(3,4,5-Trimethyl-piperazin-1-yl)-phenylamine

HRID 2236702Notes

Reaction equation

HRID 2236702 reaction equation
[Br: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])[C@H:24]([CH3:30])[CH2:23]2)=[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>>[Br: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:24]1[N:25]([CH3:29])[CH:26]([CH3:28])[CH2:27][N:22]([C:19]2[CH:18]=[CH:17][C:16]([NH2:15])=[CH:21][CH:20]=2)[CH2:23]1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178461500HCID 178461500, compound

Product 2

HCID 668879334-(3,4,5-Trimethyl-piperazin-1-yl)-phenylamineHCID 68692760(E)-6-bromo-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, after purified using silica gel chromatography (using 5% MeOH/CHCl3 as solvent), 0.68 g (91.0% yield) of light brown solid is obtained from 0.45 g (1.60 mmol) of (4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione, and 0.38 g (1.76 mmol) of 4-(3,4,5-trimethyl-piperazin-1-yl)-phenylamine: mp 213-214° C.; MS (ESI) m/z 469.1-471.1 (M+H)+1

Workup

  1. customafter purified

Sources & evidence

ORD record
ord-b44352a507db44fdaa033d03342a6332
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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