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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366441Generated: October 26, 2026

Methanol → 1-[5-[(Z)-2-cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-thiophen-2-yl]-piperidin-4-yl diethyl-carbamate

https://huagongshe.com/reaction/2366441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiethylcarbamoyl chlorideHCID 6916—
Reactant(Z)-2-(3,4-dimethoxyphenyl)-3-(5-(4-hydroxypiperidin-1-yl)thiophen-2-yl)acrylonitrileHCID 16757522—
SolventPyridineHCID 1049—
Product1-[5-[(Z)-2-cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-thiophen-2-yl]-piperidin-4-yl diethyl-carbamateHCID 1196478621.4%

Reaction Steps

Compound 6 (150 mg) was dissolved in pyridine (1 mL), and diethylcarbamoyl chloride (55 mg) was added to the solution, followed by stirring under reflux for 2 hours. After completion of reaction, methanol was added to the reaction mixture, followed by stirring for 30 minutes. The solvent was evaporated to dryness, and the residue was extracted with chloroform and purified water. The organic layer was dried over sodium sulfate anhydrate, and the solvent was evaporated to dryness. The residue was recrystallized from ethyl acetate, to thereby yield the target product (yield: 40.6 mg, 21.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697742B2
Source datasetuspto-grants-2014_04
ORD IDord-b78371643ff24664b06ba5e8a400dc21
Source noteuspto-grants-2014_04