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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642366Generated: November 1, 2026

Cesium carbonate → HCID 68428007, compound

https://huagongshe.com/reaction/642366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant4-Bromo-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl esterHCID 86617354—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68428007HCID 6842800742.9%

Reaction Steps

A mixture of 4-bromo-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (300 mg, 0.79 mmole), para-cyanophenylboronic acid (233 mg, 1.59 mmole), cesium carbonate (776 mg, 2.38 mmole) and tetrakis(triphenylphosphine)palladium (92 mg, 0.08 mmole) in dioxane (4 ml) was refluxed for 16 h before it was cooled to room temperature, quenched with water and filtered. The filtrate was partitioned between dichloromethane and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of dichloromethane and hexanes to give the title compound as a white solid (136 mg). MS: (+) m/z 402.32 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-ab0b6538530444c7a3407804b6b5eaab
Source noteuspto-grants-2010_04