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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69023Generated: October 29, 2026

Sodium ethoxide → N-methyl-3-{N'-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]-N'-(pyridin-4-ylmethyl)amino}-N-phenylpropionamide

https://huagongshe.com/reaction/69023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant3-chloro-N-methyl-N-phenylpropanamideHCID 3314386—
ReactantHCID 86762689HCID 86762689—
SolventEthanolHCID 702—
ProductN-methyl-3-{N'-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]-N'-(pyridin-4-ylmethyl)amino}-N-phenylpropionamideHCID 867626902.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

Sodium ethoxide (34 mg) and 3-chloro-N-methyl-N-phenylpropionamide (148 mg) were added to a ethanol solution (5 ml) of 1-methyl-6-{3-[(pyridin-4-ylmethyl)amino]propoxy}-1H-quinolin-2-one (161 mg), and stirred at 60° C. for 8.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:0→4:1). The purified product was condensed under reduced pressure to give the title compound (5.6 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822453B2
Source datasetuspto-grants-2014_09
ORD IDord-27acb1dc8180429880573ace2e0b8502
Source noteuspto-grants-2014_09