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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 644450Erstellt: 24. Oktober 2026

Hydrochloric Acid → (S)-2-Acetoxy-5-chloro-N-(2-phenyl-1-{[3,5-bis(trifluoromethyl)phenyl]carbamoyl}-ethyl)benzamide

https://huagongshe.com/de/reaction/644450

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt2-(Acetyloxy)-5-chlorobenzoic acidHCID 2820813—
Edukt(S)-2-Amino-3-phenyl-N-[3,5-bis(trifluoromethyl)phenyl]propionamideHCID 57459262—
LösungsmittelDimethylformamideHCID 6228—
Produkt(S)-2-Acetoxy-5-chloro-N-(2-phenyl-1-{[3,5-bis(trifluoromethyl)phenyl]carbamoyl}-ethyl)benzamideHCID 8660273751,4%

Reaktionsschritte

WSC.HCl (184 mg, 0.96 mmol) was added to a solution of 2-acetoxy-5-chlorobenzoic acid (104 mg, 0.48 mmol), (S)-2-amino-3-phenyl-N-[3,5-bis(trifluoromethyl)phenyl]propionamide (0.20 g, 0.48 mmol) and 1-hydroxybenzotriazole (71.4 mg, 0.53 mmol) in N,N-dimethylformamide (4 mL), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. After the ethyl acetate layer was washed successively with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1→2:1) to give the title compound (141.4 mg, 51.4%) as a white crystal.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07700655B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-3180f86f225a4c408fb870677aa00fa7
Quellennotizuspto-grants-2010_04