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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15079Generated: October 25, 2026

Dimethylformamide → 4-[(5-Chloro-2-pyridinyl)methoxy]-1-(4-{2-[isopropyl(methyl)amino]ethoxy}-phenyl)-1H-pyridin-2-one

https://huagongshe.com/reaction/15079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-MethylisopropylamineHCID 78485—
Reactant1-[4-(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)-methoxy]-1H-pyridin-2-oneHCID 68431096—
SolventWaterHCID 962—
Product4-[(5-Chloro-2-pyridinyl)methoxy]-1-(4-{2-[isopropyl(methyl)amino]ethoxy}-phenyl)-1H-pyridin-2-oneHCID 1164050899%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 1-[4-(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one (1.1 g, 2.6 mmols, Step (1) of Example 109), isopropyl(methyl)amine (0.811 mL, 7.8 mmols) and DMF (2.6 mL) was stirred at 60° C. for 2 days. Water was added to the reaction liquid and filtered. So obtained crude title compound was purified on silica gel column chromatography (KP-Sil FLASH 25+M, chloroform:methanol=1:0→5:1) to provide the title compound (1.1 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732456B2
Source datasetuspto-grants-2010_06
ORD IDord-931df4c3aadd420e897071d9b62616a7
Source noteuspto-grants-2010_06