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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359300Generated: November 2, 2026

Triethylamine → HCID 18182204, compound

https://huagongshe.com/reaction/1359300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 3613517—
ReactantHCID 18182431HCID 18182431—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 18182204HCID 1818220446.4%

Reaction Steps

A mixture of 110 mg of 4-benzyl-5-bromo-2-(3-pyridyl)pyrimidine, 59 mg of 3-ethynyl-3-quinuclidinol, 19 mg of tetrakis(triphenylphosphine)palladium(0), 10 mg of cuprous iodide, 0.14 ml of triethylamine and 1.5 ml of N,N-dimethylformamide was heated under stirring in an oil bath kept at 100° C. for 2 hours in a nitrogen atmosphere. After cooling as it was, NH-silica gel was added to the reaction solution and the solvent was removed. The residue was subjected to NH-silica gel column chromatography using 2.5% methanol/ethyl acetate, to give 62 mg of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-64f284ac1c38453d8491651319976743
Source noteuspto-grants-2003_07