HCID 68579243, compound → (4Z)-6-Bromo-4-({[4-(4-methylpiperazin-1-yl)phenyl]amino}methylene)-1,4-dihydroisoquinolin-3(2H)-one

HRID 2236681Notes

Reaction equation

HRID 2236681 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][C:6](=[O:12])[C:5]2=[CH:13][N:14]([CH3:16])C.[CH3:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH:19]1C1C=CC(N)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][C:6](=[O:12])/[C:5]/2=[CH:13]\[NH:14][C:16]1[CH:4]=[CH:3][C:2]([N:21]2[CH2:20][CH2:19][N:18]([CH3:17])[CH2:23][CH2:22]2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 68579243HCID 68579243, compoundHCID 686951136-bromo-4-[(dimethylamino)methylene]-1,4-dihydroisoquinolin-3(2H)-one

Product 1

HCID 59300287(4Z)-6-Bromo-4-({[4-(4-methylpiperazin-1-yl)phenyl]amino}methylene)-1,4-dihydroisoquinolin-3(2H)-oneYield 50.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A toluene solution (0.75 mL) of 6-bromo-4-[(dimethylamino)methylene]-1,4-dihydroisoquinolin-3(2H)-one (60 mg, 0.213 mmol) and 4-(N-methylpiperazinyl)aniline (42.9 mg, 0.224 mmol) is heated at 110° C. for 3 h. It is dried up and triturated with ether and hexane to yield 23 mg (25%) of the title compound as a light-brown solid.

Workup

  1. customIt is dried up
  2. customtriturated with ether and hexane

Sources & evidence

ORD record
ord-aca522e4652a4efea9229474b670c2dd
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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