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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56220Generated: October 25, 2026

But-1-ene-1,3-dione → N-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-3-oxobutan-amide

https://huagongshe.com/reaction/56220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBut-1-ene-1,3-dioneHCID 12642904—
Reactant2-fluoro-N1-(3-(tetrahydrofuran-2-yl)propyl)benzene-1,4-diamineHCID 117966056—
SolventEthyl AcetateHCID 8857—
ProductN-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-3-oxobutan-amideHCID 9002277424%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-fluoro-N1-(3-(tetrahydrofuran-2-yl)propyl)benzene-1,4-diamine (260 mg, 1.09 mmol) in EtOAc (10 mL) was added acetyl ketene (110 mg, 1.31 mmol) and the mixture was stirred at 80° C. overnight. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as yellow liquid (83 mg, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-2597eddf038c410aaf1b84788b5a9f90
Source noteuspto-grants-2016_09