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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405666Generated: October 31, 2026

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

https://huagongshe.com/reaction/1405666

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 numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-e19c7c09484c46258a177c32c5fc2225
Source noteuspto-grants-2014_12