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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398016Generated: October 31, 2026

Cesium carbonate → HCID 54912235, compound

https://huagongshe.com/reaction/1398016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant6-Bromo-3,4-dimethoxybenzaldehydeHCID 79351—
Reactant3-Pyridinylboronic acidHCID 2734378—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54912235HCID 54912235—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-bromo-4,5-dimethoxybenzaldehyde (0.368 g, 1.5 mmol), pyridin-3-ylboronic acid (0.246 g, 2.0 mmol), Pd(PPh3)4 (0.173 g, 0.150 mmol), and cesium carbonate (0.977 g, 3 mmol) were suspended in dioxane (4 mL) and water (1 mL). The mixture was heated to 140° C. in a microwave for 1 h. The reaction vessel was allowed to cool to ambient temperature, diluted with ethyl acetate (˜25 mL), filtered through a bed of Celite, and conc. in vacuo to afford the aldehyde which was purified via SiO2 chromatography (40 g) using ethyl acetate/hexanes (5:1) as eluent to afford the title compound as a white solid (0.340 g, 93%); m/z 244.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901307B2
Source datasetuspto-grants-2014_12
ORD IDord-5afc426eb2924b068ed9ee8715f682c3
Source noteuspto-grants-2014_12