HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1804312Erstellt: 26. Oktober 2026
Water → 3-{5-[4-(3,5-Dicyclopropylpyridin-2-yl)piperazine-1-carbonyl]-4-methylpyridin-2-yl}oxazolidin-2-one
https://huagongshe.com/reaction/1804312
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Oxazolidinone | HCID 73949 | — |
| Edukt | [4-(3,5-Dicyclopropylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone | HCID 58484583 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-{5-[4-(3,5-Dicyclopropylpyridin-2-yl)piperazine-1-carbonyl]-4-methylpyridin-2-yl}oxazolidin-2-one | HCID 58484810 | 45,7% |
Reaktionsschritte
To a solution of sodium hydride (168 mg, 60% in oil) in N,N-dimethylformamide (10 mL) was added oxazolidin-2-one (367 mg) under ice-cooling, and the mixture was stirred at room temperature. Thereto was added a solution of [4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone (400 mg) described in Preparation Example 139 in N,N-dimethylformamide (5 mL) and the mixture was stirred at 90° C. for 5 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed twice with water, washed with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane). Then, diethyl ether was added and the mixture was stirred at room temperature. The solid was collected by filtration to give the title compound (215 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08354401B2 |
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| Quelldatensatz | uspto-grants-2013_01 |
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| ORD ID | ord-c0a97a7c731b437f9dbd2fb1f22baf8f |
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| Quellennotiz | uspto-grants-2013_01 |
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