HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 238522Erstellt: 23. Oktober 2026
Sodium hydride → 2-{2-[2-(Dimethylamino)ethoxy]ethoxy}pyridine-4-carbonitrile
https://huagongshe.com/de/reaction/238522
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-(2-(Dimethylamino)ethoxy)ethanol | HCID 74348 | — |
| Edukt | 2-Chloro-4-cyanopyridine | HCID 568638 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-{2-[2-(Dimethylamino)ethoxy]ethoxy}pyridine-4-carbonitrile | HCID 22249225 | 105,8% |
Reaktionsschritte
To a DMF (30 mL) solution of 2-[2-(dimethylamino)ethoxy]ethan-1-ol (3.33 g, 25 mmol) was added NaH (60% in mineral oil, 900 mg, 22.5 mmol, hexane washed) and heated at 50° C. for 2 h. The warm sodium alkoxide solution was added to 2-chloro-4-cyanopyridine (3.12 g, 22.5 mmol) in DMF (10 mL). After the addition, the reaction mixture was heated to 70° C. for 2 h, then DMF was removed in vacuo. The residue was partitioned between CH2Cl2/H2O. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo to give a light yellow oil (5.6 g). MS: 236 (M+1). Calc'd. for C12H17N3O2—235.29.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08642624B2 |
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| Quelldatensatz | uspto-grants-2014_02 |
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| ORD ID | ord-259d29e2e55e41a9915f2ebc6482f82f |
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| Quellennotiz | uspto-grants-2014_02 |
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