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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 841772Erstellt: 24. Oktober 2026

Acetic Acid → 2-Methyl-7-[(4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/de/reaction/841772

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktEthyl AcetoacetateHCID 8868—
EduktSodium HydroxideHCID 14798—
Edukt4'-Trifluoromethyl-biphenyl-2-carboxylic acid (3-amino-4-formyl-phenyl)-amideHCID 10134604—
LösungsmittelWaterHCID 962—
Produkt2-Methyl-7-[(4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl esterHCID 69890379—

Reaktionsschritte

4′-Trifluoromethyl-biphenyl-2-carboxylic acid (3-amino-4-formyl-phenyl)-amide (769 mg, 2.0 mmol) and ethyl acetoacetate (260 mg, 2.0 mmol) were dissolved in 10 ml of acetic acid and heated at 80 C. After 2.5 h, the mixture was cooled to room temperature, diluted with water and brought to pH 10 with 2N NaOH. The mixture was extracted with ethyl acetate (2×50 ml), the combined organic layers washed with brine, dried over magnesium sulfate, and concentrated to give 815 mg of a yellow solid. This material was purified by chromatography on silica gel eluting with 0 to 10% ethyl acetate in dichloromethane to provide 349 mg (36%) of the title compound as a yellow foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06369075B1
Quelldatensatzuspto-grants-2002_04
ORD IDord-732dea66da874e72a06cb8339b87576d
Quellennotizuspto-grants-2002_04