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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388150Generated: November 1, 2026

Tetramethyltin → HCID 136399880, compound

https://huagongshe.com/reaction/2388150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetramethyltinHCID 11661—
ReactantHCID 136399879HCID 136399879—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 136399880HCID 13639988049.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 7-bromo-4-hydroxy-3-phenyl-isoxazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (231 mg, 0.64 mmol), tetramethyltin (177 μl, 1.28 mmol), bis(triphenylphosphine)palladium(II) dichloride (45 mg, 0.06 mmol), and dimethylformamide (2.5 ml) was stirred at 130° C. for 1 h before it was cooled to room temperature, quenched with water, and filtered. The filtrate 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 (95 mg): MS: (+) m/z 299.49 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-e6d50c8e577b498e8c69c0f23398bbe5
Source noteuspto-grants-2012_09