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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333398Generated: October 28, 2026

1-(2-Hydroxyethyl)piperazine → HCID 24963808, compound

https://huagongshe.com/reaction/333398

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Hydroxyethyl)piperazineHCID 7677—
Reactant(3E)-3-(4-bromo-5,5-dimethylfuran-2(5H)-ylidene)-6-fluoro-1,3-dihydro-2H-indol-2-oneHCID 58926029—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 24963808HCID 24963808—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (3E)-3-(4-bromo-5,5-dimethylfuran-2(5H)-ylidene)-6-fluoro-1,3-dihydro-2H-indol-2-one (95 mg, 0.29 mmol) and 1-(2-hydroxyethyl)piperazine (0.40 mL, 3.3 mmol) in 6 mL of DMF was heated in 100° C. bath for 2 hours. The mixture was cooled, diluted with ethyl acetate (60 mL), washed with brine (3×50 mL), and concentrated to give the crude product, which was purified by silica gel chromatography with 5-20% methanol in chloroform to give (3E)-6-fluoro-3-{4-[4-(2-hydroxyethyl)piperazin-1-yl]-5,5-dimethylfuran-2(5H)-ylidene}-1,3-dihydro-2H-indol-2-one as a grey solid. Yield: 73 mg, 67%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877923B2
Source datasetuspto-grants-2014_11
ORD IDord-e223afae471a4f4f8b6af3550c42ca06
Source noteuspto-grants-2014_11