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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15074Generated: October 26, 2026

Dimethylformamide → 1-[4-(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)-methoxy]-1H-pyridin-2-one

https://huagongshe.com/reaction/15074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant1,1-DibromoethaneHCID 11201—
Reactant4-[(5-chloro-2-pyridinyl)methoxy]-1-(4-hydroxyphenyl)-1H-pyridin-2-oneHCID 68430974—
SolventChloroformHCID 6212—
Product1-[4-(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)-methoxy]-1H-pyridin-2-oneHCID 6843109689%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-[(5-chloro-2-pyridinyl)methoxy]-1-(4-hydroxyphenyl)-1H-pyridin-2-one (1.0 g, 3.1 mmols), cesium carbonate (5.0 g, 15 mmols), dibromoethane (5 mL) and DMF (10 mL) was stirred at 80° C. for 14.5 hours. Chloroform was added to the reaction liquid, followed by filtration. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (KP-Sil FLASH 25+ M, chloroform:methanol=1:0→100:2) to provide the title compound (1.2 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732456B2
Source datasetuspto-grants-2010_06
ORD IDord-7dec3d11c3284f1388bb76f0c9bc4e13
Source noteuspto-grants-2010_06