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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1662340Erstellt: 24. Oktober 2026

Cesium fluoride → Methyl 2'-fluoro-5'-(methyloxy)-2-(tetrahydro-2H-pyran-2-yloxy)-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/de/reaction/1662340

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
EduktMethyl 4-bromo-3-(tetrahydropyran-2-yloxy)benzoateHCID 16747841—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktMethyl 2'-fluoro-5'-(methyloxy)-2-(tetrahydro-2H-pyran-2-yloxy)-1,1'-biphenyl-4-carboxylateHCID 5770726271,8%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a 2 dram vial charged with 2-fluoro-5-methoxyphenylboronic acid (available from Aldrich) (3.17 g, 18.7 mmol), tetrakis(triphenylphosphine)palladium (0) (0.719 g, 0.622 mmol), cesium fluoride (1.15 mL, 31.1 mmol), and 26.2 (1.96 g, 6.22 mmol), was added DME (20 mL). The reaction mixture was then heated at 90° C. overnight. The reaction was allowed to cool and then filtered and concentrated. The crude product was purified by combiflash (0 to 10% EtOAc/hexanes) yielding 26.3 (1.61 g, 71.8% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08030354B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-72bfed00d73443308d9f04a6536efbb6
Quellennotizuspto-grants-2011_10