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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481039Erstellt: 25. Oktober 2026

5-fluoro-1,3-dihydro-2H-indol-2-one → 5-(5-Fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

https://huagongshe.com/reaction/481039

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
Edukt5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic AcidHCID 11073792—
KatalysatorPiperidineHCID 8082—
LösungsmittelEthanolHCID 702—
Produkt5-(5-Fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acidHCID 53395102101,4%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

The reaction mixture of 5-fluorooxindole (100 mg, 0.66 mmol), 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (133 mg, 0.79 mmol), and 10 drops of piperidine in ethanol (3 mL) was stirred at 60° C. overnight and filtered. The solid was washed with 1 M of aqueous hydrochloride solution, water, and dried to afford 5-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (201 mg, quantitative) as a yellow solid. MS m/z (relative intensity, %) 299 ([M−1]+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06653308B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-090d0644159e410bb4abbc0b75cd6594
Quellennotizuspto-grants-2003_11