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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333390Generated: October 28, 2026

Water → (3E)-6-fluoro-3-{4-[6-(4-hydroxypiperidin-1-yl)pyridin-3-yl]-5,5-dimethylfuran-2(5H)-ylidene}-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/333390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPiperidin-4-olHCID 79341—
Reactant(3E)-6-fluoro-3-[4-(6-fluoropyridin-3-yl)-5,5-dimethylfuran-2(5H)-ylidene]-1,3-dihydro-2H-indol-2-oneHCID 58926010—
SolventDimethyl SulfoxideHCID 679—
Product(3E)-6-fluoro-3-{4-[6-(4-hydroxypiperidin-1-yl)pyridin-3-yl]-5,5-dimethylfuran-2(5H)-ylidene}-1,3-dihydro-2H-indol-2-oneHCID 58926328—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (3E)-6-fluoro-3-[4-(6-fluoropyridin-3-yl)-5,5-dimethylfuran-2(5H)-ylidene]-1,3-dihydro-2H-indol-2-one (50 mg, 0.15 mmol) and 4-hydroxypiperidine (50 mg, 0.49 mL) in anhydrous DMSO (3 mL) was heated at 100° C. under nitrogen for 6 hours. The mixture was cooled to room temp and poured into 100 mL of water. The precipitates were filtered, washed with water and dried in vacuo to give (3E)-6-fluoro-3-{4-[6-(4-hydroxypiperidin-1-yl)pyridin-3-yl]-5,5-dimethylfuran-2(5H)-ylidene}-1,3-dihydro-2H-indol-2-one as a yellow solid. Yield: 55 mg, 89%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877923B2
Source datasetuspto-grants-2014_11
ORD IDord-2ab9a04f26104d75a9cb7e9512507308
Source noteuspto-grants-2014_11