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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75105Generated: October 26, 2026

Ethyl Acetate → HCID 58576452, compound

https://huagongshe.com/reaction/75105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
Reactant2-Bromo-5-(trifluoromethyl)pyridineHCID 2736434—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 58576452HCID 5857645283.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 0.678 g (3 mmol) of 2-bromo-5-(trifluoromethyl)pyridine, 0.901 g (4.5 mmol) of tert-butyl 4-aminopiperidine-1-carboxylate and 0.829 g (6 mmol) of potassium carbonate in 5 ml of dimethyl sulphoxide is heated at 100° C. for 20 hours. The mixture is cooled to ambient temperature and then 50 ml of ethyl acetate and 15 ml of water are added. The organic phase is separated by settling and washed twice with 15 ml of water and then with 15 ml of a saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated under vacuum. The product is purified by chromatography on silica gel, elution being carried out with a 20:80 and then 30:70 mixture of ethyl acetate and cyclohexane in order to obtain 0.864 g (2.5 mmol) of product in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835418B2
Source datasetuspto-grants-2014_09
ORD IDord-9d9fb918e31e49c8ae43b43b85cd4bb9
Source noteuspto-grants-2014_09