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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275691Generated: November 2, 2026

Sodium Carbonate → 3-Bromo-5-(3,4-dichlorophenyl)-4-amino-pyridine

https://huagongshe.com/reaction/275691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Amino-3,5-dibromopyridineHCID 619792—
Reactant2,3-Dichlorobenzeneboronic acidHCID 2734661—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product3-Bromo-5-(3,4-dichlorophenyl)-4-amino-pyridineHCID 22267317—

Reaction Steps

A solution of 3,5-dibromo-4-amino-pyridine 1 (4.0 g, 15.87 mmol), Pd(PPh3)4 (0.91 g, 0.78 mmol) and aqueous solution of Na2CO3 (23.8 ml, 2M ) in toluene (80 ml ) is added to a solution of dichlorobenzene boronic acid (6.23 g, 46.4 mmole) in ethanol (24 ml). The mixture is refluxed for 14 h., diluted with ethyl acetate and washed with saturated NH4Cl solution. The organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel to give 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06352990B1
Source datasetuspto-grants-2002_03
ORD IDord-ed00e718315a478aab89f08033edd7a5
Source noteuspto-grants-2002_03