Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747925Generated: October 30, 2026

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

https://huagongshe.com/reaction/1747925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-2-fluoropyridineHCID 345817—
Reactant4-(2-Amino-5-chloropyridin-3-yl)phenolHCID 66748004—
SolventDimethyl SulfoxideHCID 679—
Product5-Chloro-3-{4-[(5-chloropyridin-2-yl)oxy]phenyl}pyridin-2-amineHCID 6674873199.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of potassium carbonate (376 mg), 5-chloro-2-fluoropyridine (215 mg) and 4-(2-amino-5-chloropyridin-3-yl)phenol (300 mg) in DMSO (10 mL) was stirred at 120° C. for 5 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 (450 mg) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-4365a12c4bdc405b8763c95271c6f68b
Source noteuspto-grants-2015_10