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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296938Generated: October 31, 2026

3-Cyclopentyl-2-(4-nitro-phenyl)-N-thiazol-2-yl-propionamide → 2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide

https://huagongshe.com/reaction/2296938

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Cyclopentyl-2-(4-nitro-phenyl)-N-thiazol-2-yl-propionamideHCID 22315106—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamideHCID 994880291.4%

Reaction Steps

A solution of 3-cyclopentyl-2-(4-nitro-phenyl)-N-thiazol-2-yl-propionamide (345 mg, 1.0 mmol) in ethyl acetate (100 mL) was treated with 10% palladium on activated carbon (34.5 mg). The reaction mixture was stirred under 60 psi hydrogen gas at 25° C. for 6 h. The catalyst was then removed by filtration through a pad of celite and was washed with ethyl acetate. The filtrate was concentrated in vacuo to give 2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (288.3 mg, 91.4%) as a yellow solid: mp 102-107° C.; EI-HRMS m/e calcd for C17H21N3OS (M+) 315.1405, found 315.1401.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489485B2
Source datasetuspto-grants-2002_12
ORD IDord-e1c9053af38c4494a2a815164403e497
Source noteuspto-grants-2002_12