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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716678Generated: October 26, 2026

N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-acrylamide → N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-propionamide

https://huagongshe.com/reaction/1716678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-acrylamideHCID 67355796—
CatalystPalladiumHCID 23938—
SolventEthanol ethyl acetate methylene chlorideHCID 22027680—
ProductN-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-propionamideHCID 59831672—

Reaction Steps

To a solution of N-methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-acrylamide LXXII (386 mg, 1.33 mmol) in EtOH/EtOAc/DCM (2/1.5/1, 55 ml) was added Degoussa-type catalyst (Pd/C 10%, 40 mg), and the mixture was hydrogenated in a Parr apparatus at 50 psi of H2 for 20 hours. The reaction mixture was filtered through celite, and the filter cake was washed with MeOH, EtOAc and DCM. The filtrate was concentrated to afford N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-propionamide LXXIII as a white foamy solid (341 mg, 89% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803830B2
Source datasetuspto-grants-2010_09
ORD IDord-e1b42ccc089b4d7d9fecfa706a7742f8
Source noteuspto-grants-2010_09