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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42145Erstellt: 24. Oktober 2026

Cyanogen Bromide → 4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidin-1-carbonitrile

https://huagongshe.com/de/reaction/42145

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyanogen BromideHCID 10476—
EduktSodium BicarbonateHCID 516892—
Edukt4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidineHCID 67083159—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidin-1-carbonitrileHCID 8665426086%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 4-[2-(4-methanesulfonylphenoxymethyl)pyridin-5-yl]piperidine (124 mg, 0.358 mmol) in dichloromethane (1 mL) was added a solution of sodium hydrogen carbonate (60 mg, 0.716 mmol) in water (0.5 mL). The mixture was cooled in an ice bath followed by the addition of a solution of cyanogen bromide (45 mg, 0.430 mmol) in dichloromethane (1 mL). The mixture was stirred at 0° C. for 30 minutes and then stirred at room temperature for an additional 1 hour. The mixture was poured into saturated aqueous sodium hydrogen carbonate solution and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (114 mg, yield 86%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536176B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-cf10702caf9c415fbe8aacbc35050d46
Quellennotizuspto-grants-2013_09