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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cyanogen Bromide | HCID 10476 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidine | HCID 67083159 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-[2-(4-Methanesulfonylphenoxymethyl)pyridin-5-yl]piperidin-1-carbonitrile | HCID 86654260 | 86% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08536176B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-cf10702caf9c415fbe8aacbc35050d46 |
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| Quellennotiz | uspto-grants-2013_09 |
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