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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666547Generated: October 31, 2026

Dimethylformamide → 2-(1-cyclopentylpiperidin-4-yloxy)-5-(1H-pyridin-2-on-1-yl)pyrimidine

https://huagongshe.com/reaction/1666547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-PyridoneHCID 8871—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-[(1-cyclopentylpiperidin-4-yl)oxy]pyrimidineHCID 23115961—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
Product2-(1-cyclopentylpiperidin-4-yloxy)-5-(1H-pyridin-2-on-1-yl)pyrimidineHCID 1129076116.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

Potassium carbonate (40 mg) and copper iodide (40 mg) were added to a DMF solution (5 ml) of 2-(1-cyclopentylpiperidin-4-yloxy)-5-bromopyrimidine (130 mg) and 1H-pyridin-2-one (19 mg), and stirred at 150° C. for 3 hours. The reaction mixture was cooled to room temperature, water was added to it and extracted with ethyl acetate. The organic layer was washed with saturated saline solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-300, chloroform:methanol=9:1) to obtain the entitled compound (11 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044070B2
Source datasetuspto-grants-2011_10
ORD IDord-59a39a239193475da97793799b8f65df
Source noteuspto-grants-2011_10