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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331385Generated: October 29, 2026

Potassium Carbonate → 3-(3,5-difluorophenyl)-5-[2-(morpholin-4-yl)ethoxy]-2-(pyridin-3-yl)-1H-inden-1-one

https://huagongshe.com/reaction/331385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
Reactant3-(3,5-Difluorophenyl)-5-hydroxy-2-(pyridin-3-yl)-1H-inden-1-oneHCID 70312787—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(3,5-difluorophenyl)-5-[2-(morpholin-4-yl)ethoxy]-2-(pyridin-3-yl)-1H-inden-1-oneHCID 7030793668.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-(3,5-difluorophenyl)-5-hydroxy-2-(pyridin-3-yl)-1H-inden-1-one (60 mg, 0.18 mmol) obtained in Step 5 in DMF (2 mL) was added K2CO3(75 mg, 0.54 mmol) and 4-(2-chloroethyl)morpholine hydrochloride (50 mg, 0.27 mmol). The mixture was heated to 80° C. for 3 h and cooled to room temperature. The resulting solution was diluted with H2O and extracted with EtOAc (5 mL×3). The extracts were washed with H2O and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (2% MeOH/CH2Cl2) to afford the title compound (55 mg, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877747B2
Source datasetuspto-grants-2014_11
ORD IDord-2e197b0da2014b7396654b9bda743124
Source noteuspto-grants-2014_11