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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405930Generated: October 25, 2026

Water → 3-{4-[4-Bromo-3-(trifluoromethyl)phenoxy]phenyl}pyridin-2-amine

https://huagongshe.com/reaction/1405930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Bromo-5-fluorobenzotrifluorideHCID 520983—
Reactant4-(2-Aminopyridin-3-yl)phenolHCID 66748477—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product3-{4-[4-Bromo-3-(trifluoromethyl)phenoxy]phenyl}pyridin-2-amineHCID 6674867769.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

Tripotassium phosphate (3.42 g) was added to a mixture of 4-(2-aminopyridin-3-yl)phenol (1.00 g) and 1-bromo-4-fluoro-2-(trifluoromethyl)benzene (1.57 g) in DMSO (15 mL). The mixture was stirred at 140° C. under nitrogen for 7 hr. Water and EtOAc were added and the extracted organic layer was washed with brine. Silica-gel was added to the organic layer and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH-silica gel, eluted with EtOAc in hexane) and concentrated to give 3-{4-[4-bromo-3-(trifluoromethyl)phenoxy]phenyl}pyridin-2-amine (1.52 g) as orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-e2bd9ac9e8db4e5ebb45b1e01c5b4ef8
Source noteuspto-grants-2014_12