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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230774Generated: October 25, 2026

Triethylamine → Ethyl 5-hydroxypyridine-2-carboxylate

https://huagongshe.com/reaction/230774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
ReactantN,N-dimethylformamide ethanolHCID 19794673—
ReactantHCID 178418416HCID 178418416—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductEthyl 5-hydroxypyridine-2-carboxylateHCID 23145820—

Reaction Steps

Palladium acetate (267 mg), 1,1′-bis(diphenylphosphino)ferrocene (1.3 g) and triethylamine (3.2 mL) were added to an ethanol-DMF mixed solvent (1/1, 20 mL) of 6-chloropyridin-3-ol (1.5 g), and stirred overnight in a carbon monoxide atmosphere (1 atmospheric pressure) at 50° C. Ethanol was evaporated off under reduced pressure from the reaction solution, water was added to the resulting residue, and extracted with chloroform/methanol (10/1). The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated off under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=2/3) to obtain the entitled compound (500 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566781B2
Source datasetuspto-grants-2009_07
ORD IDord-54ca4460d27647448c9b4774d48e1acd
Source noteuspto-grants-2009_07