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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57200Erstellt: 24. Oktober 2026

Sodium hydride → HCID 67087741, Verbindung

https://huagongshe.com/de/reaction/57200

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2,4-Dimethoxybenzenesulfonyl chlorideHCID 2734626—
Edukt5-Cyano-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl 4-(1-methylpiperidin-4-yl)piperazine-1-carboxylateHCID 67087686—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 67087741HCID 6708774147%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

9.2 mg (0.19 mmol) of sodium hydride (50% dispersion in mineral oil) were added to a solution of 50 mg (0.10 mmol) of 5-cyano-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl 4-(1-methylpiperidin-4-yl)piperazine-1-carboxylate in 2 ml of anhydrous dimethylformamide under a nitrogen atmosphere and while cooling in an ice bath. The mixture was stirred at 0° C. for 10 min and then 29 mg (0.12 mmol) of 2,4-dimethoxyphenylsulfonyl chloride were added, and stirring was continued at room temperature for 30 min. The reaction mixture was poured into ice-water and then extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution and dried over magnesium sulfate, and the solvent was evaporated. The residue was purified by chromatography on silica gel (Redisep cartridge, mobile phase gradient from 0 to 20% methanol in dichloromethane). 34 mg of the title compound were obtained as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434713B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-78edea1a860d41b79ae8177c3c12aa49
Quellennotizuspto-grants-2016_09