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

HRID 2236715Notes

Reaction equation

HRID 2236715 reaction equation
[CH3:1][CH:2]1[N:7]([CH3:8])[CH2:6][CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([NH:15]/[CH:16]=[C:17]3\[C:18](=[O:29])[NH:19][C:20](=[O:28])[C:21]4[C:26]\3=[CH:25][C:24]([I:27])=[CH:23][CH:22]=4)=[CH:11][CH:10]=2)[CH2:3]1.BrC1C=C2C(=CC=1)[C:37](=[O:41])NC(=O)C2=CNC1C=CC(N2CC(C)NC(C)C2)=CC=1>>[I:27][C:24]1[CH:25]=[C:26]2[C:21](=[CH:22][CH:23]=1)[C:20](=[O:28])[NH:19][C:18](=[O:29])/[C:17]/2=[CH:16]/[O:41][CH3:37].[CH3:1][CH:2]1[N:7]([CH3:8])[CH2:6][CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178429951HCID 178429951, compound

Product 2

HCID 185218464-(3,4-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, 0.052 g (22.6% yield) of light brown solid is obtained from 0.15 g (0.46 mmol) of (4E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione and 4-(3,4-Dimethyl-piperazin-1-yl)-phenylamine (0.11 g, 0.50 mmol): mp 157-158° C.; MS (ESI) m/z 503.1 (M+H)+1

Workup

  1. customafter purified from HPLC, 0.052 g (22.6% yield) of light brown solid

Sources & evidence

ORD record
ord-bf3e1f67bbec4a32bb7ed2a975dda1f0
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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