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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359393Generated: November 2, 2026

Triethylamine → 3-[4-Benzyl-2-(3-hydroxybutyl)-5-pyridyl]ethynyl-3-quinuclidinol

https://huagongshe.com/reaction/1359393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 3613517—
Reactant4-Benzyl-5-bromo-2-(3-hydroxybutyl)pyridineHCID 18182305—
CatalystHCID 178418397HCID 178418397—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3-[4-Benzyl-2-(3-hydroxybutyl)-5-pyridyl]ethynyl-3-quinuclidinolHCID 1818243958.1%

Reaction Steps

50 mg of 4-benzyl-5-bromo-2-(3-hydroxybutyl)pyridine, 20 mg of 3-ethynyl-3-quinuclidinol, 20 mg of tetrakis(triphenylphosphine)palladium(0), 5 mg of cuprous iodide and 0.5 ml of triethylamine were added to 2 ml of 1-methyl-2-pyrrolidinone, followed by stirring for one hour in an oil bath kept at 110° C. After cooling as it was, it was evaporated. The residue was subjected to NH-silica gel column chromatography and eluted with 5% methanol/ethyl acetate, to give 30 mg of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-6a3c561d10a44ee7aa8ad953108b2794
Source noteuspto-grants-2003_07