1,2-Ethanediamine, N,N,N'-tris(1-methylethyl)- → N-(2-diisopropylaminoethyl)-6,7-dimethoxy-N-isopropyl-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarboxamide

HRID 1414282Notes

Reaction equation

HRID 1414282 reaction equation
[CH:1]([N:4]([CH:11]([CH3:13])[CH3:12])[CH2:5][CH2:6][NH:7][CH:8]([CH3:10])[CH3:9])([CH3:3])[CH3:2].[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][C:25]=1[O:26][CH3:27])[CH:22]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[N:21]([C:34](Cl)=[O:35])[CH2:20][CH2:19]2.C1(C(Cl)=O)C2C(=CC=CC=2)C=CN=1>>[CH:11]([N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6][N:7]([CH:8]([CH3:10])[CH3:9])[C:34]([N:21]1[CH2:20][CH2:19][C:18]2[C:23](=[CH:24][C:25]([O:26][CH3:27])=[C:16]([O:15][CH3:14])[CH:17]=2)[CH:22]1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:35])([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 667971,2-Ethanediamine, N,N,N'-tris(1-methylethyl)-HCID 15171453HCID 15171453, compoundHCID 214870076,7-dimethoxy-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarbonyl chloride

Product 1

HCID 21487018N-(2-diisopropylaminoethyl)-6,7-dimethoxy-N-isopropyl-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarboxamide

Procedure

In a similar manner, use of equivalent quantities of N,N,N'-triisopropylethylenediamine and 6,7-dimethoxy-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarbonyl chloride in place of the dialkylaminoalkylamine and isoquinolinecarbonyl chloride employed above affords N-(2-diisopropylaminoethyl)-6,7-dimethoxy-N-isopropyl-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarboxamide.

Sources & evidence

ORD record
ord-557e720a8c3249ff8aa522339d70e933
Source dataset
uspto-grants-1977_01
Patent number
US04001244

Reaction notes

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