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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359425Generated: November 1, 2026

Ammonia → HCID 18182340, compound

https://huagongshe.com/reaction/1359425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDimethylformamideHCID 6228—
Reactant3-Ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 3613517—
ReactantHCID 18182198HCID 18182198—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
ProductHCID 18182340HCID 1818234056.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

5 ml of N,N-dimethylformamide was added to a mixture of 377 mg of 4-benzyl-5-bromo-2-(3,4-methylenedioxyphenyl)thiazole, 178 mg of 3-ethynyl-3-quinuclidinol, 68 mg of tetrakis (triphenylphosphine)palladium(0), 18 mg of cuprous iodide and 0.5 ml of triethylamine, followed by heating under stirring at 100° C. in an oil bath for 15 minutes in a nitrogen atmosphere. After cooling as it was, ethyl acetate and aqueous ammonia were added thereto, and the mixture was extracted with ethyl acetate. The organic phase was further washed with brine, dried over anhydrous sodium sulfate and the solvent was removed. The resulting crystals were collected by filtration, to give 253 mg of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-299f453fb4d44e8b97341d9032e6611a
Source noteuspto-grants-2003_07