HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 633514Erstellt: 26. Oktober 2026
Cesium fluoride → 7-methoxy-3-(2-phenoxyphenyl)-1H-pyrrolo[2,3-c]pyridine
https://huagongshe.com/reaction/633514
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | (2-Phenoxyphenyl)boronic acid | HCID 2773559 | — |
| Edukt | 3-Iodo-7-methoxy-1H-pyrrolo[2,3-c]pyridine | HCID 53412719 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 7-methoxy-3-(2-phenoxyphenyl)-1H-pyrrolo[2,3-c]pyridine | HCID 90416673 | 38,6% |
Reaktionsschritte
A mixture of 3-iodo-7-methoxy-1H-pyrrolo[2,3-c]pyridine (0.274 g, 1.0 mmol), 2-phenoxyphenylboronic acid (0.278 g, 1.3 mmol, 1.3 equivalents), Pd(PPh3)4 (0.058 g, 0.05 mmol), and cesium fluoride (0.456 g, 3 mmol) in dimethxoyethane (3 mL) and methanol (1.5 mL) was heated under microwave conditions (120° C., 30 minutes). The reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash column chromatography (silica gel, 30% ethyl acetate/hexanes) to give the title compound (0.122 g, 38.6% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09321764B2 |
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| Quelldatensatz | uspto-grants-2016_04 |
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| ORD ID | ord-c490091761d54383a603ffe9a2da55ae |
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| Quellennotiz | uspto-grants-2016_04 |
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