ethyl 7-(N,N-diethylamino)-3-oxoheptanoate → ethyl 2-[4-(N,N-diethylamino)butyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate

HRID 266150Notes

Reaction equation

HRID 266150 reaction equation
Cl.[NH2:2][C:3]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[CH:17][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=1)=O.[CH2:25]([N:27]([CH2:30][CH2:31][CH2:32][CH2:33][C:34](=O)[CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH2:28][CH3:29])[CH3:26]>>[CH2:25]([N:27]([CH2:30][CH2:31][CH2:32][CH2:33][C:34]1[C:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=2)[C:4]2[C:3](=[CH:20][C:19]([O:21][CH3:22])=[C:18]([O:23][CH3:24])[CH:17]=2)[N:2]=1)[CH2:28][CH3:29])[CH3:26]

Participants

3

Reactant 2

HCID 19032365ethyl 7-(N,N-diethylamino)-3-oxoheptanoateHCID 214661342-Amino-3',4',4,5-tetramethoxybenzophenone hydrochloride

Product 1

HCID 19032373ethyl 2-[4-(N,N-diethylamino)butyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate

Procedure

According to the same manner as that described in Example 49, 2-amino-4,5,3',4'-tetramethoxybenzophenone hydrochloride was reacted with ethyl 7-(N,N-diethylamino)-3-oxoheptanoate to give ethyl 2-[4-(N,N-diethylamino)butyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate. This compound was recrystallized from ethyl acetate - hexane. Colorless prisms, mp. 171°-172° C.

Sources & evidence

ORD record
ord-410955bb2e194b22bc233967dd45ed34
Source dataset
uspto-grants-1997_07
Patent number
US05650410

Reaction notes

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