Diethylamine → 2-(N,N-diethylaminomethyl)-4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxyquinoline

HRID 1684598Notes

Reaction equation

Br[CH2:2][C:3]1[C:12]([C:13](=[O:18])[CH2:14][CH:15]([CH3:17])[CH3:16])=[C:11]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)[C:10]2[C:5](=[CH:6][C:7]([O:31][CH3:32])=[C:8]([O:29][CH3:30])[CH:9]=2)[N:4]=1.[CH2:33]([NH:35][CH2:36][CH3:37])[CH3:34]>>[CH2:33]([N:35]([CH2:2][C:3]1[C:12]([C:13](=[O:18])[CH2:14][CH:15]([CH3:17])[CH3:16])=[C:11]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)[C:10]2[C:5](=[CH:6][C:7]([O:31][CH3:32])=[C:8]([O:29][CH3:30])[CH:9]=2)[N:4]=1)[CH2:36][CH3:37])[CH3:34]

Participants

Reactant 2

HCID 8021Diethylamine

HCID 190399002-Bromomethyl-4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxyquinoline

Product 1

HCID 544882802-(N,N-diethylaminomethyl)-4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxyquinoline

Procedure

According to the same manner as that described in Example 1, 2-bromomethyl-4-(3,4-dimethoxyphenyl)-3-isovaleryl-6,7-dimethoxyquinoline was reacted with diethylamine to give 2-(N,N-diethylaminomethyl)-4-(3,4-dimethoxyphenyl) -3-isovaleryl-6,7-dimethoxyquinoline. This compound was recrystallized from ethyl acetate-hexane to give colorless prisms. mp. 153°-154° C.

Sources & evidence

ORD record: ord-52680c37fcb84f17b9f243b93d524d9b
Source dataset: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05641788

Reaction notes

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