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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845758Generated: October 30, 2026

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

https://huagongshe.com/reaction/1845758

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 numberUS08951536B2
Source datasetuspto-grants-2015_02
ORD IDord-58e2adc15430430f9595c04d2cc1349b
Source noteuspto-grants-2015_02