HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 453232Erstellt: 25. Oktober 2026
Dichloromethane → (4-(1H-indol-5-yloxy)pyridin-2-yl)methanol
https://huagongshe.com/reaction/453232
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 5-Hydroxyindole | HCID 16054 | — |
| Edukt | (4-Chloropyridin-2-yl)methanol | HCID 2763167 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | (4-(1H-indol-5-yloxy)pyridin-2-yl)methanol | HCID 59394421 | — |
Reaktionsschritte
To a solution of (4-chloropyridin-2-yl)methanol (384 mg, 2.67 mmol) in DMF (12 mL) is added 1H-indol-5-ol (534 mg, 4.01 mmol), and cesium carbonate (1307 mg, 4.01 mmol). The reaction is sealed and heated to 160° C. via microwave irradiation for 30 min. The reaction mixture is then cooled to room temperature and diluted brine and DCM. The resulting layers are separated and the aqueous layer is extracted three additional times with DCM. The organic layers are combined dried over anhydrous Na2SO4, filtered, and concentrated. The resulting residue is purified via FCC (0-100% EtOAc/heptane) to give the title compound. MS (ESI) m/z 241.2 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08492393B2 |
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| Quelldatensatz | uspto-grants-2013_07 |
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| ORD ID | ord-107983992ccc44b7848065f643ca1a1f |
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| Quellennotiz | uspto-grants-2013_07 |
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