6,7-Dimethoxy-4-isoquinolineacetic acid → HCID 88490592, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH:9]=[N:8][CH:7]=[C:6]2[CH2:15][C:16]([OH:18])=[O:17].[CH3:19][NH:20][CH2:21][CH2:22][CH2:23][N:24]1[CH2:33][CH2:32][C:31]2[C:26](=[CH:27][C:28]([O:36][CH3:37])=[C:29]([O:34][CH3:35])[CH:30]=2)[C:25]1=[O:38]>CN(C)C=O>[OH2:2].[CH3:19][N:20]([C:16](=[O:18])[CH2:15][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=[N:8][CH:7]=1)[CH2:21][CH2:22][CH2:23][N:24]1[CH2:33][CH2:32][C:31]2[C:26](=[CH:27][C:28]([O:36][CH3:37])=[C:29]([O:34][CH3:35])[CH:30]=2)[C:25]1=[O:38].[CH3:19][N:20]([CH2:21][CH2:22][CH2:23][N:24]1[CH2:33][CH2:32][C:31]2[C:26](=[CH:27][C:28]([O:36][CH3:37])=[C:29]([O:34][CH3:35])[CH:30]=2)[C:25]1=[O:38])[C:16](=[O:17])[CH2:15][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=[N:8][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3.2 g (20 mmol) of N,N'-carbonyl-diimidazole are added to a solution of 4.9 g (17 mmol) of 6,7-dimethoxy-isoquinolin-4-yl-acetic acid in 100 ml of dimethylformamide. After about 30 minutes 4.8 g (17 mmol) of 2-(3-methylamino-propyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline are added and the mixture is stirred for 2 hours at ambient temperature. The solvent is evaporated off in vacuo and the residue remaining is dissolved in a mixture of 2 molar sodium hydroxide solution and methylene chloride. The organic phase is washed with water, dried over magnesium sulphate and evaporated down in vacuo.