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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1811302Erstellt: 26. 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/1811302

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
PatentnummerUS08362251B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-f7d850e461434bf9a4d0017ec95cd023
Quellennotizuspto-grants-2013_01