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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333388Generated: October 29, 2026

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

https://huagongshe.com/reaction/333388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
Reactant(3E)-3-[5,5-dimethyl-4-(6-vinylpyridin-3-yl)furan-2(5H)-ylidene]-6-fluoro-1,3-dihydro-2H-indol-2-oneHCID 58926294—
SolventDimethylformamideHCID 6228—
Product(3E)-3-{5,5-dimethyl-4-[6-(2-morpholin-4-ylethyl)pyridin-3-yl]furan-2(5H)-ylidene}-6-fluoro-1,3-dihydro-2H-indol-2-oneHCID 24968086—

Reaction Conditions

Temperature96 °C

Reaction Steps

A mixture of (3E)-3-[5,5-dimethyl-4-(6-vinylpyridin-3-yl)furan-2(5H)-ylidene]-6-fluoro-1,3-dihydro-2H-indol-2-one (50 mg, 0.14 mmol) and morpholine (0.2 mL, 2.3 mmol) in 5 mL of DMF was heated in 96° C. bath under nitrogen for 3 hours. The mixture was cooled to room temperature and poured into 100 mL of water. The precipitates were filtered, washed with water and dried in vacuo to give (3E)-3-{5,5-dimethyl-4-[6-(2-morpholin-4-ylethyl)pyridin-3-yl]furan-2(5H)-ylidene}-6-fluoro-1,3-dihydro-2H-indol-2-one as a brown solid. Yield: 40 mg, 64%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877923B2
Source datasetuspto-grants-2014_11
ORD IDord-75c8f9fe04764a6cb3ba7200b46b3fc2
Source noteuspto-grants-2014_11