N-[1-(3-Chloropropyl)piperidin-4-yl]benzamide → 7-[3-(4-Benzamido-piperidino)-propoxy]-1-ethyl-4-methyl-2-oxo-1,2-dihydroquinoline

HRID 2296003Notes

Reaction equation

HRID 2296003 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:13])[CH:11]=2)[C:6]([CH3:14])=[CH:5][C:4]1=[O:15])[CH3:2].[C:16]([NH:24][CH:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33]Cl)[CH2:27][CH2:26]1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:16]([NH:24][CH:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][O:13][C:10]2[CH:11]=[C:12]3[C:7]([C:6]([CH3:14])=[CH:5][C:4](=[O:15])[N:3]3[CH2:1][CH3:2])=[CH:8][CH:9]=2)[CH2:27][CH2:26]1)(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 12799158N-[1-(3-Chloropropyl)piperidin-4-yl]benzamideHCID 204733631-Ethyl-7-hydroxy-4-methyl-2-oxo-1,2-dihydroquinoline

Product 1

HCID 204733487-[3-(4-Benzamido-piperidino)-propoxy]-1-ethyl-4-methyl-2-oxo-1,2-dihydroquinolineYield 59%

Procedure

In a manner analogous to that described in Example 11, by the reaction of 1-ethyl-7-hydroxy-4-methyl-2-oxo-1,2-dihydroquinoline with 3-(4-benzamidopiperidino)-propyl chloride, there is obtained, in a yield of 59% of theory, 7-[3-(4-benzamido-piperidino)-propoxy]-1-ethyl-4-methyl-2-oxo-1,2-dihydroquinoline; m.p. 164°-165° C. (after recrystallization from dichloromethane/diethyl ether).

Sources & evidence

ORD record
ord-78d664c35a7143bcbcc1d9cadc36f7c3
Source dataset
uspto-grants-1984_01
Patent number
US04427680

Reaction notes

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