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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1044604Erstellt: 24. Oktober 2026

Quinoline → 4-Chloro-6-(trifluoromethyl)pyrimidine

https://huagongshe.com/de/reaction/1044604

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktQuinolineHCID 7047—
EduktPhosphorus oxychlorideHCID 24813—
EduktHCID 178516143HCID 178516143—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt4-Chloro-6-(trifluoromethyl)pyrimidineHCID 1154288121,6%

Reaktionsschritte

A solution of 6-(trifluoromethyl)pyrimidin-4-ol (5.0 g, 30.5 mmol), phosphoryl chloride (3.41 mL, 36.6 mmol), and quinoline (2.16 mL, 18.3 mmol) in toluene (50 mL) was stirred at 100° C. for 5 h. The reaction was diluted with water and extracted with ethyl acetate three times, dried with sodium sulfate, filtered, and concentrated in vacuo. The crude residue was purified by flash column chromatography (10% EtOAc/Hexane) to yield the desired product (1.20 g, 21.6%). 1H NMR (400 MHz, CDCl3): 9.21 ppm (1H, s), 7.78 (1H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08563582B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-a5a3dcfe53094f62a33d367db9f32f0c
Quellennotizuspto-grants-2013_10