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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622669Generated: October 31, 2026

Ethyl Acetate → 4-(2-Aminopyridin-3-yl)phenol

https://huagongshe.com/reaction/1622669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-3-bromopyridineHCID 817700—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(2-Aminopyridin-3-yl)phenolHCID 6674847754%

Reaction Conditions

Temperature80 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (0.967 g) was added to a suspension of 3-bromopyridin-2-amine (4.82 g), 4-hydroxyphenylboronic acid (5.00 g) and sodium carbonate (5.91 g) in DME (250 mL) and water (50.0 mL) and the mixture was stirred at 80° C. under nitrogen for 4 hr. Water and EtOAc were added and the organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) and washed with IPE to give the title compound (2.80 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-64e2cf8d26ee413fa1565048de9b3559
Source noteuspto-grants-2014_07