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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362250Generated: October 30, 2026

Sodium Carbonate → HCID 58305576, compound

https://huagongshe.com/reaction/2362250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 58305606HCID 58305606—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58305576HCID 5830557657.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of compound 50C (24 mg, 0.083 mmol), compound 4-methoxyphenylboronic acid (15.2 mg, 0.1 mmol) and sodium carbonate (17.6 mg, 0.166 mmol) in a mixture of DME (5 mL) and water (1 mL) was degassed, and [11′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (96 mg, 0.008 mmol) was added. The reaction mixture was heated at 90° C. for 10 hours, poured into water, and extracted with ethyl acetate (10 mL×3). The combine organic layers were washed with brine (20 mL×2), dried over anhydrous sodium sulfate, filtered, and concentrate under reduced pressure, and purified by preparative TLC to afford the compound 50D (15 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691816B2
Source datasetuspto-grants-2014_04
ORD IDord-d52894b33bce49849ea32053c4dec7c3
Source noteuspto-grants-2014_04