HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1748112Erstellt: 24. Oktober 2026
Sodium hydride → 3-{[7-(2,2,2-Trifluoroethoxy)naphthalen-2-yl]oxy}pyridin-2-amine
https://huagongshe.com/de/reaction/1748112
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Ethanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate) | HCID 67942 | — |
| Edukt | 7-[(2-Aminopyridin-3-yl)oxy]naphthalen-2-ol | HCID 66747765 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-{[7-(2,2,2-Trifluoroethoxy)naphthalen-2-yl]oxy}pyridin-2-amine | HCID 66747768 | 16,9% |
Reaktionsschritte
To a mixture of sodium hydride (60%, 116 mg), 7-[(2-aminopyridin-3-yl)oxy]naphthalen-2-ol (477 mg) and dehydrated THF (10 mL) was added a mixture of 2,2,2-trifluoroethyl 4-methylbenzenesulfonate (370 mg) and dehydrated THF (5 mL) at room temperature. The reaction mixture was stirred at 70° C. over the weekend, DMSO (10.00 mL) was added and the mixture was stirred at 120° C. for 1 hr. The reaction mixture was added to a saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (82 mg) as a pale-yellow viscous product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09150591B2 |
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| Quelldatensatz | uspto-grants-2015_10 |
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| ORD ID | ord-c6d83905303e465b951326268d28f031 |
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| Quellennotiz | uspto-grants-2015_10 |
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