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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193052Generated: October 31, 2026

Dimethylformamide → n-(2-(2-Thienylthio)ethyl)-1-(trifluoroacetyl)piperidine-4-amine

https://huagongshe.com/reaction/2193052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Bromoethylthio)-thiopheneHCID 12201119—
Reactant1-(4-Aminopiperidin-1-YL)-2,2,2-trifluoroethan-1-one hydrochlorideHCID 86633190—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Productn-(2-(2-Thienylthio)ethyl)-1-(trifluoroacetyl)piperidine-4-amineHCID 59398283—

Reaction Steps

To 2 mL of an N,N-dimethylformamide solution containing 0.14 g of 2-(2-bromoethylthio)thiophene, 95 mg of potassium carbonate and 0.16 g of 1-(trifluoroacetyl)piperidine-4-amine hydrochloride were added under cooling with ice, and the mixture was stirred at room temperature for 40 minutes. Thereto was added 95 mg of potassium carbonate under cooling with ice, and the mixture was stirred for 45 minutes, and stirred at 70° C. for 3 hours. The reaction mixture was cooled to room temperature, and then ethyl acetate and water were added thereto. The organic layer was separated, washed with an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; chloroform:methanol=50:1] to obtain 62 mg of a yellow oily substance, N-(2-(2-thienylthio)ethyl)-1-(trifluoroacetyl)piperidine-4-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329694B2
Source datasetuspto-grants-2012_12
ORD IDord-5dababb8fde24237858d0428a6b5cc0e
Source noteuspto-grants-2012_12