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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1610242Erstellt: 27. Oktober 2026

Triethylamine → N-((1RS,2SR)-2-(4-fluorophenyl)-2-hydroxy-1-((4-(trifluoromethyl)phenyl)methyl)ethyl)-N'-(1-naphthalenyl)urea

https://huagongshe.com/reaction/1610242

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Eduktalpha-Naphthyl isocyanateHCID 66589—
Edukt(1RS,2RS)-1-(4-fluorophenyl)-1-hydroxy-3-(4-(trifluoromethyl)phenyl)-2-propylamine hydrochlorideHCID 22261728—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
ProduktN-((1RS,2SR)-2-(4-fluorophenyl)-2-hydroxy-1-((4-(trifluoromethyl)phenyl)methyl)ethyl)-N'-(1-naphthalenyl)ureaHCID 2226172565,1%

Reaktionsschritte

To a solution of (1RS,2SR)-1-(4-fluorophenyl)-1-hydroxy-3-(4-(trifluoromethyl)phenyl)-2-propylamine hydrochloride (150 mg, 0.43 mmol) in acetonitrile (10 ml) were added triethylamine (0.089 ml, 0.64 mmol) and 1-naphthyl isocyanate (0.062 ml, 0.43 mmol) and the mixture was stirred overnight at room temperature. The reaction solution was diluted with water (50 ml) and extracted with ethyl acetate (50 ml×2). The extract was washed successively with 1N hydrochloric acid, 1N aqueous sodium hydroxide solution and saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound (135 mg, 65%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06982348B2
Quelldatensatzuspto-grants-2006_01
ORD IDord-a0830b41fd474caf8e75bd0582810f2a
Quellennotizuspto-grants-2006_01