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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181288Generated: November 2, 2026

Sodium Carbonate → HCID 22485538, compound

https://huagongshe.com/reaction/2181288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,5-DichloropyridineHCID 27685—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
SolventWaterHCID 962—
ProductHCID 22485538HCID 2248553873.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under argon, 3,4,5-trimethoxyphenylboronic acid (5.05 g, 24.0 mmol), dichloro[1,2-bis(diphenylphosphino)ethane]palladium (574.0 mg, 1.00 mmol) and a 2.0 M aqueous sodium carbonate (20 mL, 40 mmol) were added to a solution of 2,5-dichioropyridine (2.95 g, 20.0 mmol) in ethanol-toluene (1:5, 54.0 mL). After stirring at 100° C. for 3 hours, water was added, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to afford the title compound as a colorless crystalline powder (melting point: 61.0-63.0° C.)(4.13 g, yield 73%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06890940B2
Source datasetuspto-grants-2005_05
ORD IDord-bac48a143de14bbb8dd6ccf5967584a4
Source noteuspto-grants-2005_05