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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 905843Erstellt: 25. Oktober 2026

Piperidine → acetic acid 1-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-ylcarbamoyl)-1-methyl-ethyl ester

https://huagongshe.com/reaction/905843

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
Edukt2-Acetoxyisobutyroyl chlorideHCID 123496—
Edukt6-Amino-5-fluoroindolin-2-oneHCID 10103504—
LösungsmittelTetrahydrofuranHCID 8028—
Produktacetic acid 1-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-ylcarbamoyl)-1-methyl-ethyl esterHCID 5925010099,5%

Reaktionsbedingungen

Temperatur-40 °C

Reaktionsschritte

A stirred solution of 5-fluoro-6-amino-1,3-dihydro-indol-2-one (410 mg, 2.46 mmol) in 10 ml of tetrahydrofuran was added with piperidine (0.3 ml). The mixture was cooled to −40° C. in an acetone-dry ice bath and added with acetic acid 1-chlorocarbonyl-1-methyl-ethyl ester (405 mg, 2.46 mmol) in 10 ml of tetrahydrofuran dropwise. Upon the completion of the addition, the resulting mixture was stirred at the room temperature overnight until the precipitate was formed. The solid was filtered, washed with water and recrystallized from methanol to give acetic acid 1-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-ylcarbamoyl)-1-methyl-ethyl ester (720 mg, 99.5%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08012966B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-032d03c0b0ae423ba66aa3e635e8c7b4
Quellennotizuspto-grants-2011_09