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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187944Generated: October 30, 2026

Triethylamine → ethyl 3-[4-cyano-(2R)-2-(1-t-butoxycarbonylpyrrolidine-2-ylmethoxy)phenyl]acrylate

https://huagongshe.com/reaction/2187944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantEthyl AcetateHCID 8857—
Reactant4-iodo-3-[(2R)-(1-t-butoxycarbonyl-pyrrolidine-2-ylmethoxy)]benzonitrileHCID 69924444—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Productethyl 3-[4-cyano-(2R)-2-(1-t-butoxycarbonylpyrrolidine-2-ylmethoxy)phenyl]acrylateHCID 69923031—

Reaction Conditions

Temperature100 °C

Reaction Steps

3.7 g (8.6 mmol) of 4-iodo-3-[(2R)-(1-t-butoxycarbonyl-pyrrolidine-2-ylmethoxy)]benzonitrile was dissolved in 40 ml of DMF. 4.68 ml (43 mmol) of ethyl acrylate, 6.1 ml (43 mmol) of triethylamine and 194 mg (0.85 mmol) of palladium acetate were added to the obtained solution, and they were stirred at 100° C. overnight. After the treatment with ethyl acetate as the extraction solvent in an ordinary manner, the obtained crude product was treated with ethyl acetate as the extraction solvent in an ordinary manner to obtain the crude product, which was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410538B2
Source datasetuspto-grants-2002_06
ORD IDord-88d33be5519c4cffa76c55493af45a33
Source noteuspto-grants-2002_06