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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359325Generated: November 3, 2026

Dimethylformamide → HCID 18182268, compound

https://huagongshe.com/reaction/1359325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 3613517—
ReactantHCID 18182403HCID 18182403—
CatalystHCID 178418397HCID 178418397—
SolventChloroform methanolHCID 21584188—
ProductHCID 18182268HCID 1818226841%

Reaction Conditions

Temperature50 °C

Reaction Steps

10 ml of N,N-dimethylformamide was added to a mixture of 1.2 g of 6-methyl-2-(2-phenylethyl)pyridyl trifluoromethane sulfonate, 522 mg of 3-ethynyl-3-quinuclidinol, 400 mg of tetrakis(triphenylphosphine)palladium(0), 217 mg of cuprous iodide and 1.7 ml of triethylamine, followed by heating under stirring at 50° C. in an oil bath for one hour in a nitrogen atmosphere. After cooling as it was, the reaction solution was sprinkled over silica gel and subjected to silica gel column chromatography using chloroform/methanol/aqueous 36% ammonia (46:5:0.5) as an eluent for separation and purification, to give 490 mg of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-da37f03d93bc474fa56b5ae646e312c0
Source noteuspto-grants-2003_07