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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359309Generated: November 2, 2026

Ammonia → HCID 18182248, compound

https://huagongshe.com/reaction/1359309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 3613517—
ReactantHCID 18182196HCID 18182196—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 18182248HCID 1818224898.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 89 mg of 3-(2-thienylmethyl)-2-pyridyl trifluoromethanesulfonate, 50 mg of 3-ethynyl-3-quinuclidinol, 64 mg of tetrakis (triphenylphosphine) palladium(0), 11 mg of cuprous iodide, 105 μl of triethylamine and 3.0 ml of N,N-dimethylformamide was heated under stirring at 70° C. for 1.5 hours in a nitrogen atmosphere. The reaction solution was poured into aqueous dilute ammonia, followed by extracting with ethyl acetate. Then, the organic phase was washed with brine and the solvent was removed, and the residue was subjected to NH-silica gel (Fuji silicia) column chromatography and eluted with hexane/ethyl acetate (1:1) and then with ethyl acetate/methanol (15:1), to give 88 mg of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-0aea397fb32945f8ac7aea347868badc
Source noteuspto-grants-2003_07