Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593276Generated: October 29, 2026

Potassium Carbonate → 2-Chloro-4-(2-methoxyphenyl)pyridine

https://huagongshe.com/reaction/593276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methoxyphenylboronic acidHCID 2733958—
Reactant4-Bromo-2-chloropyridineHCID 3847770—
CatalystHCID 178418476HCID 178418476—
SolventDichloromethaneHCID 6344—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product2-Chloro-4-(2-methoxyphenyl)pyridineHCID 5843261152.5%

Reaction Steps

To a solution of 4-bromo-2-chloro-pyridine (1.0 g, 5.2 mmol) in DME/water 10:1 (15 mL) was added (2-methoxyphenyl)boronic acid (0.79 g, 5.2 mmol), Pd(PPh3)2Cl2 (240 mg, 0.34 mmol), and K2CO3 (1.8 g, 13.0 mmol). The mixture was heated with reflux for 6 hours. It was diluted with DCM, washed three times with water, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, DCM/MeOH 100:0 to 90:10) to give the title compound A1 (0.6 g, 52%). MS (ES) C12H10ClNO requires: 219. found: 220 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242937B2
Source datasetuspto-grants-2016_01
ORD IDord-9a43003296804426ac74d861833e89ec
Source noteuspto-grants-2016_01