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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069738Generated: October 25, 2026

Tetrahydrofuran → (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-one

https://huagongshe.com/reaction/1069738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant5-Fluoro-4-iodoindolin-2-oneHCID 9795601—
Reactant4-Acetyl-1H-pyrrole-2-carboxaldehydeHCID 12415110—
SolventIsopropanolHCID 3776—
SolventPiperidineHCID 8082—
Product(Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-oneHCID 18366029—

Reaction Steps

1,3-Dihydro-5-fluoro-4-iodo-2H-indol-2-one (0.77 g, 2.8 mmol) (see Example 2A, supra) and 4-acetyl-2-formylpyrrole (0.42 g, 3.06 mmol) (Example 90A above) were suspended in 1% piperidine in 2-propanol (12 mL) and THF (5 mL) and heated at 85° C. for 2 h. Yellow precipitate was formed. After cooling to room temperature, product was collected by filtration and washed with aqueous 2-propanol and dried in vacuum oven to yield (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-one. (Yield 0.89 g, 80.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252086B1
Source datasetuspto-grants-2001_06
ORD IDord-3274aa3f4b1e496eafa6fba694cd042e
Source noteuspto-grants-2001_06