HCID 178429948, compound → 4-(3,5-Dimethylpiperazin-1-yl)aniline

HRID 2236701Notes

Reaction equation

HRID 2236701 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]\NC1C=CC(C2CCN(C)CC2)=CC=1.BrC1C=C2C(=CC=1)[C:36](=[O:40])NC(=O)C2=C[NH:43][C:44]1[CH:49]=[CH:48][C:47]([N:50]2[CH2:55][CH:54]([CH3:56])[NH:53][CH:52]([CH3:57])[CH2:51]2)=[CH:46][CH:45]=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:40][CH3:36].[CH3:56][CH:54]1[NH:53][CH:52]([CH3:57])[CH2:51][N:50]([C:47]2[CH:48]=[CH:49][C:44]([NH2:43])=[CH:45][CH:46]=2)[CH2:55]1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178480194HCID 178480194, compound

Product 2

HCID 176054784-(3,5-Dimethylpiperazin-1-yl)anilineHCID 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, after purified from HPLC, 0.064 g (53.4% yield) of light brown solid is obtained from 0.082 g (0.25 mmol) of (4E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione and [4-(3,5-dimethylpiperazin-1-yl)phenyl]amine (0.048 g, 0.25 mmol): mp 215-216° C.; MS (ESI) m/z 488.1 (M+H)+1

Workup

  1. customafter purified from HPLC, 0.064 g (53.4% yield) of light brown solid

Sources & evidence

ORD record
ord-31813406511a44c78c540fe7f1e7795a
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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