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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388152Generated: November 1, 2026

Cesium carbonate → HCID 136399881, compound

https://huagongshe.com/reaction/2388152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 136399879HCID 136399879—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 136399881HCID 13639988149.9%

Reaction Steps

A mixture of 7-bromo-4-hydroxy-3-phenyl-isoxazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (125.4 mg, 0.35 mmol), phenylboronic acid (85 mg, 0.69 mmol), cesium carbonate (339 mg, 1.04 mmol), tetrakis(triphenylphosphine)palladium (40 mg, 0.03 mmol), and dioxane (1.5 ml) was refluxed for 18 h before it was cooled to room temperature and quenched with water. It was partitioned between ethyl acetate 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 ethyl acetate and dichloromethane to give the title compound as a white solid (63 mg): MS: (+) m/z 361.07 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-e3585f6bab8a4a408855e8dfbaa85a90
Source noteuspto-grants-2012_09