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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628843Generated: October 30, 2026

Sodium Carbonate → HCID 69234198, compound

https://huagongshe.com/reaction/628843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Isopropylphenylboronic acidHCID 2773480—
ReactantHCID 86620268HCID 86620268—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 69234198HCID 6923419869.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Part B. A solution of ethyl 3-(6-bromo-pyridin-2-yl)-benzoate (154 mg, 0.5 mmol) and 4-isopropylbenzeneboronic acid (83 mg, 0.5 mmol) in acetonitrile is treated with a solution of sodium carbonate (160 mg) in water (1 mL). The mixture is degassed twice, and a catalytic amount of tetrakis(triphenylphosphine)palladium is added under the protection of nitrogen. The reaction mixture is stirred at 80° C. until the consumption of starting material is observed by TLC. The mixture is cooled, filtered and evaporated, and the residual material is partitioned between water and ethyl acetate. The organic phase is washed with brine, dried over sodium sulfate, filtered and evaporated. The residue is purified by column chromatography to afford ethyl 3-[6-(4-isopropyl-phenyl)-pyridin-2-yl]-benzoate (120 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315467B2
Source datasetuspto-grants-2016_04
ORD IDord-f164996f15e04dd8a55bf0096c25554e
Source noteuspto-grants-2016_04