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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 857679Erstellt: 25. Oktober 2026

Benzo(b)thiophen-4-ol → 4-(Benzo[b]thiophen-4-yloxy)-6-(4-trifluoromethyl-phenyl)-pyrimidine

https://huagongshe.com/reaction/857679

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzo(b)thiophen-4-olHCID 19217—
EduktSodium hydrideHCID 24758—
Edukt4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineHCID 16747837—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-(Benzo[b]thiophen-4-yloxy)-6-(4-trifluoromethyl-phenyl)-pyrimidineHCID 21865155—

Reaktionsschritte

Sodium hydride (0.104 g, 2.6 mmol, 60% suspension in mineral oil, Aldrich) was added in small portions to a solution of benzo[b]thiophen-4-ol (0.3 g, 2 mmol, prepared according WO 01/68653) in DMF (4 mL) and the mixture was stirred at room temperature for 0.5 h. (4-Chloro-6-(4-trifluoromethyl-phenyl)-pyrimidine, (Example 2(a), Method A), (0.776 g, 3 mmol) was then added and the mixture was stirred at room temperature for 18 h. The solvent was evaporated under vacuum, the residue was dissolved in EtOAc (50 mL), washed with 1 N NaOH and water, dried over MgSO4, and filtered. The filtrate was evaporated under vacuum and the residue purified by silica gel chromatography (10% EtOAc in hexanes) to give the title compound. Mp: 122.3–122.4° C. MS (ESI, pos. ion) m/z: 373.1 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07144888B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-e13691db01384d35b45f30b8400344c4
Quellennotizuspto-grants-2006_12