5-Aminoisoquinoline → HCID 8763133, compound

HRID 2397930Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6](Cl)=[O:7].[NH2:16][C:17]1[CH:26]=[CH:25][CH:24]=[C:23]2[C:18]=1[CH:19]=[CH:20][N:21]=[CH:22]2>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([NH:16][C:17]1[CH:26]=[CH:25][CH:24]=[C:23]2[C:18]=1[CH:19]=[CH:20][N:21]=[CH:22]2)=[O:7]

Participants

Reactant 2

HCID 707665-Aminoisoquinoline

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-

Product 1

HCID 8763133HCID 8763133, compound

Procedure

3,4,5-Trimethoxybenzoyl chloride was reacted with 5-aminoisoquinoline according to the procedure of Example 8 to produce 5-(3,4,5-trimethoxybenzamido) isoquinoline. This product was then reduced according to the procedure of Example 8 to yield 5-(3,4,5-trimethoxybenzamido)-1,2,3,4-tetrahydroisoquinoline HCl. After purification from methanol it had a melting point of 270°-271.5° C.

Sources & evidence

ORD record: ord-ceaeed1afac8419b8ff5295b26722ad2
Source dataset: uspto-grants-1977_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04022900

Reaction notes

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