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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747927Generated: November 3, 2026

Water → 5-Chloro-3-(4-{[3-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)pyridin-2-amine

https://huagongshe.com/reaction/1747927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-3-(trifluoromethyl)pyridineHCID 2783296—
Reactant4-(2-Amino-5-chloropyridin-3-yl)phenolHCID 66748004—
SolventDimethyl SulfoxideHCID 679—
Product5-Chloro-3-(4-{[3-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)pyridin-2-amineHCID 6682400794.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of potassium carbonate (376 mg), 2-fluoro-3-(trifluoromethyl)pyridine (269 mg) and 4-(2-amino-5-chloropyridin-3-yl)phenol (300 mg) in DMSO (10 mL) was stirred at 120° C. for 3 hr. The mixture was poured into water and extracted with EtOAc. The organic layer was separated, washed with 1N NaOH aq. and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane) to give the title compound (470 mg) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-5bcb4de4c2ad43769c473eb071fcd693
Source noteuspto-grants-2015_10