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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716670Generated: October 25, 2026

3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester → 3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-propionic acid ethyl ester

https://huagongshe.com/reaction/1716670

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl esterHCID 67356131—
CatalystPalladiumHCID 23938—
SolventEthyl acetate ethanol methanolHCID 18423184—
Product3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-propionic acid ethyl esterHCID 67355873—

Reaction Steps

To a solution of 3-(3-cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester LXIII (1.81 g, 5.71 mmol) in EtOH/EtOAc/MeOH (1/1/1, 60 ml) was added a catalytic amount of Pd/C (5%). The mixture was hydrogenated in a Parr apparatus at 60 psi of H2 for 19 hours, filtered through celite, and the filter cake was washed with MeOH and EtOAc. The filtrate was concentrated to afford 3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-propionic acid ethyl ester LXIV as a white foamy solid in quantitative yield (1.86 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803830B2
Source datasetuspto-grants-2010_09
ORD IDord-787bd03ef3db4b19bed37d28e12c400e
Source noteuspto-grants-2010_09