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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748035Generated: November 1, 2026

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

https://huagongshe.com/reaction/1748035

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 6555120989.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-phenoxyphenylboronic acid (40.2 g), 3-bromopyridin-2-amine (25 g), tetrakis(triphenylphosphine)palladium(0) (5.01 g) and sodium carbonate (30.6 g) in DME (722 mL) and water (145 mL) was stirred at 80° C. under N2 for 20 hr. NH silica gel was added and the mixture was concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane) to give a white solid. The solid was crystallized from EtOAc and hexane to give the title compound (33.8 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-bea7c9f998b841d79910135c6e383b9e
Source noteuspto-grants-2015_10