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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt(2-Phenoxyphenyl)boronic acidHCID 2773559—
Edukt3-Iodo-7-methoxy-1H-pyrrolo[2,3-c]pyridineHCID 53412719—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelMethanolHCID 887—
Produkt7-methoxy-3-(2-phenoxyphenyl)-1H-pyrrolo[2,3-c]pyridineHCID 9041667338,6%

Reaktionsbedingungen

Temperatur120 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09321764B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-c490091761d54383a603ffe9a2da55ae
Quellennotizuspto-grants-2016_04