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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097628Generated: October 31, 2026

Ethyl Acetate → Ethyl 3-(4-[(3-chloro-4-fluorophenyl)amino]carbonyl-1,2,5-oxadiazol-3-yl)propanoate

https://huagongshe.com/reaction/2097628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantEthyl (2E)-3-(4-[(3-chloro-4-fluorophenyl)amino]carbonyl-1,2,5-oxadiazol-3-yl)acrylateHCID 58941780—
CatalystPalladiumHCID 23938—
ProductEthyl 3-(4-[(3-chloro-4-fluorophenyl)amino]carbonyl-1,2,5-oxadiazol-3-yl)propanoateHCID 5894176471.3%

Reaction Steps

To a solution of ethyl (2E)-3-(4-[(3-chloro-4-fluorophenyl)amino]carbonyl-1,2,5-oxadiazol-3-yl)acrylate (0.86 g, 0.0025 mol) in ethyl acetate (10 mL, 0.1 mol) was added palladium (600 mg, 0.006 mol). The mixture was stirred at rt under an atmosphere of hydrogen for 2 h. The reaction solution was filtered through a pad of celite. The filtrate was concentrated and purified by flash chromatography (40% ethyl acetate/hexane) to give the desired product as a white solid (609 mg, 70%). LCMS for C14H14ClFN3O4(M+H)+: m/z=342.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450351B2
Source datasetuspto-grants-2013_05
ORD IDord-56722e298fef4f2bb5846129134abcf3
Source noteuspto-grants-2013_05