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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497575Generated: October 31, 2026

Potassium Carbonate → 2-Chloro-5-(4-methoxyphenyl)pyridine

https://huagongshe.com/reaction/1497575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant5-Bromo-2-chloropyridineHCID 2734414—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product2-Chloro-5-(4-methoxyphenyl)pyridineHCID 1219456388%

Reaction Conditions

Temperature100 °C

Reaction Steps

A flask was charged with 4-methoxyphenylboronic acid (1.0 g, 6.8 mmol), 5-bromo-2-chloropyridine (1.0 g, 5.2 mmol), Pd(PPh3)4 (50 mg, 0.043 mmol), potassium carbonate (1.08 g, 7.8 mmol), 1,4-dioxane (40 mL) and water (4 mL). The mixture was stirred at 100° C. under Argon for 20 h, and evaporated to afford a crude product. The crude product was purified by chromatography on silica gel (petroleum ether:ethyl acetate=40:1) to give the title compound (1.0 g, 88% yield) as white solids. MS: m/z 220.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199983B2
Source datasetuspto-grants-2015_12
ORD IDord-1b6f23eaff8c40538a241108da7dc49d
Source noteuspto-grants-2015_12