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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1405309Erstellt: 26. Oktober 2026

Water → (S)-2-(4-fluorophenyl)-3-(2-methylpyrrolidin-1-yl)-6-(2H-tetrazol-5-yl)quinoxaline

https://huagongshe.com/reaction/1405309

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt(S)-2-(4-Fluorophenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carbonitrileHCID 70654208—
EduktHCID 178514644HCID 178514644—
KatalysatorZinc bromide (ZnBr2); Zinc DibromideHCID 24375—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt(S)-2-(4-fluorophenyl)-3-(2-methylpyrrolidin-1-yl)-6-(2H-tetrazol-5-yl)quinoxalineHCID 6017147363%

Reaktionsbedingungen

Temperatur125 °C

Reaktionsschritte

To a solution of (S)-2-(4-fluorophenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carbonitrile (100 mg, 0.30 mmol) in DMSO (10 mL) was added dibromozinc (33.8 mg, 0.15 mmol), water (10 mL), azidosodium (48.8 mg, 0.75 mmol) and water (5 mL). The resulting solution was stirred for 1 days at 125° C. and then quenched by the addition of water (100 mL), extracted with dichloromethane (3×30 mL). The organic layers were combined and dried over anhydrous sodium sulfate and concentrated in vacuo to give a residue, which was purified via silica gel column chromatography (2% dichloromethane in methanol) to afford (S)-2-(4-fluorophenyl)-3-(2-methylpyrrolidin-1-yl)-6-(2H-tetrazol-5-yl)quinoxaline as a yellow solid (70.9 mg, 63%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08916561B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-c9bee96bffa14a1fb7fe9c4edfb7a55f
Quellennotizuspto-grants-2014_12