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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666544Generated: October 26, 2026

Dimethylformamide → 2-(1-Cyclopentylpiperidin-4-yloxy)-5-(4-cyanophenyl)pyridine

https://huagongshe.com/reaction/1666544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant1-Cyclopentylpiperidin-4-olHCID 21702785—
Reactant4-(6-Fluoropyridin-3-yl)benzonitrileHCID 23115991—
SolventWaterHCID 962—
Product2-(1-Cyclopentylpiperidin-4-yloxy)-5-(4-cyanophenyl)pyridineHCID 11302452—

Reaction Conditions

Temperature130 °C

Reaction Steps

60% sodium hydride (13 mg) and 1-cyclopentyl-4-hydroxypiperidine (60 mg) were added to a DMF solution (3 ml) of 2-fluoro-5-[4-cyanophenyl]pyridine (56 mg), and stirred at 130° C. for 7 hours. The reaction mixture was cooled to room temperature, and water was added thereto 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044070B2
Source datasetuspto-grants-2011_10
ORD IDord-f5e246c79d2a48bbab46721a125a7a27
Source noteuspto-grants-2011_10