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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809826Generated: October 26, 2026

3-Hydroxypyridine → 3-(3-Fluoro-5-nitrophenoxy)pyridine

https://huagongshe.com/reaction/1809826

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxypyridineHCID 7971—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Difluoro-5-nitrobenzeneHCID 75272—
SolventDimethylformamideHCID 6228—
SolventAmmonium ChlorideHCID 25517—
Product3-(3-Fluoro-5-nitrophenoxy)pyridineHCID 57353642—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 3-hydroxypyridine (3.25 g) in dimethylformamide (75 ml), 6.75 g of potassium carbonate and 5.0 g of 1,3-difluoro-5-nitrobenzene were added, and the reaction solution was stirred at 100° C. for 6 hours. The reaction solution was cooled, thereafter diluted with a saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The combined organic layers were washed with water and a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel chromatography to yield the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362052B2
Source datasetuspto-grants-2013_01
ORD IDord-454ad8dbb2aa47ba80ca71c34b9567e5
Source noteuspto-grants-2013_01