Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193136Generated: October 29, 2026

Dimethylformamide → HCID 59398235, compound

https://huagongshe.com/reaction/2193136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Bromoethylthio)-thiopheneHCID 12201119—
Reactantethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)piperidine-4-carboxylateHCID 59397947—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 59398235HCID 5939823568.1%

Reaction Conditions

Temperature65 °C

Reaction Steps

To 4 mL of an N,N-dimethylformamide solution containing 0.29 g of ethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)piperidine-4-carboxylate, 0.25 g of potassium carbonate and 0.20 g of 2-(2-bromoethylthio)thiophene were added and stirred at 60-70° C. for 2 hours. Water and ethyl acetate were added, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and extracts were combined, washed with aqueous saturated sodium chloride solution, 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=100:1] to give 0.27 g of ethyl 4-(3-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylate as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329694B2
Source datasetuspto-grants-2012_12
ORD IDord-6fc7bff0c114482ea35ee9eeeeb44e8f
Source noteuspto-grants-2012_12