6-(Bromomethyl)-1-methylquinolin-2(1H)-one → 3-Ethyl-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]pentan-2-one

HRID 1975689Notes

Reaction equation

HRID 1975689 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]2.[CH2:15]([C:17]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([OH:29])[CH:24]=1)([CH2:21][CH3:22])[C:18](=[O:20])[CH3:19])[CH3:16]>>[CH2:15]([C:17]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH2:2][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]3)[CH:24]=1)([CH2:21][CH3:22])[C:18](=[O:20])[CH3:19])[CH3:16]

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 224065893-Ethyl-3-(3-hydroxyphenyl)pentan-2-one

Product 1

HCID 573212483-Ethyl-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]pentan-2-oneYield 40%

Procedure

Using an analogous procedure to that described in Example 1, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with 3-ethyl-3-(3-hydroxyphenyl)pentan-2-one to give 3-ethyl-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]pentan-2-one in 40% yield as a gum.

Sources & evidence

ORD record
ord-291a8ef76ee343ab901d841febc39d7c
Source dataset
uspto-grants-1994_02
Patent number
US05288742

Reaction notes

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