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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747867Generated: November 1, 2026

Sodium Carbonate → 3-(4-Phenoxyphenyl)pyridin-2-amine

https://huagongshe.com/reaction/1747867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-3-bromopyridineHCID 817700—
Reactant4-Phenoxyphenylboronic acidHCID 2734377—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(4-Phenoxyphenyl)pyridin-2-amineHCID 6555120997.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of sodium carbonate (1.905 g), tetrakis(triphenylphosphine)palladium(0) (519 mg), 4-phenoxyphenylboronic acid (2.5 g) and 3-bromopyridin-2-amine (1.555 g) in 1,2-dimethoxyethane (60 mL) and water (12 mL) was stirred overnight at 80° C. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.289 g) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-69ddbe47577840af83effd43bd16c7f7
Source noteuspto-grants-2015_10