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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622657Generated: October 30, 2026

Potassium Carbonate → 5-Chloro-3-(4-(4-(trifluoromethyl)pyridin-2-yloxy)phenyl)pyridin-2-amine

https://huagongshe.com/reaction/1622657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Fluoro-4-(trifluoromethyl)pyridineHCID 11159514—
Reactant4-(2-Amino-5-chloropyridin-3-yl)phenolHCID 66748004—
SolventDimethyl SulfoxideHCID 679—
Product5-Chloro-3-(4-(4-(trifluoromethyl)pyridin-2-yloxy)phenyl)pyridin-2-amineHCID 6674792297.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of potassium carbonate (376 mg), 2-fluoro-4-(trifluoromethyl)pyridine (269 mg) and 4-(2-amino-5-chloropyridin-3-yl)phenol (300 mg) in DMSO (5 mL) was stirred at 120° C. for 2 hr. The mixture was neutralized with sat. NaHCO3 aq. 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 (484 mg) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-a16ca20558cd4a418abf371457ca1963
Source noteuspto-grants-2014_07