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

HRID 487875Notes

Reaction equation

HRID 487875 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.[OH:15][C:16]1[CH:17]=[C:18]([C:22]([CH3:30])([CH2:28][CH3:29])[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:19]=[CH:20][CH:21]=1>>[CH3:30][C:22]([C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([O:15][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:17]=1)([CH2:28][CH3:29])[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 19091445Ethyl 2-(3-hydroxyphenyl)-2-methylbutyrate

Product 1

HCID 67826098Ethyl 2-methyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrateYield 44%

Procedure

Using an analogous procedure to that described in Example 1, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with ethyl 2-(3-hydroxyphenyl)-2-methylbutyrate to give ethyl 2-methyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrate in 44% yield as a gum.

Sources & evidence

ORD record
ord-bd818f65a29949fe8b7456db855de292
Source dataset
uspto-grants-1994_03
Patent number
US05298511

Reaction notes

Loading…