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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2104476Erstellt: 24. Oktober 2026

Water → (4-Chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanone

https://huagongshe.com/de/reaction/2104476

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2-BromopyridineHCID 7973—
EduktEthyl 4-chloro-8-(trifluoromethyl)quinoline-3-carboxylateHCID 725465—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(4-Chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanoneHCID 6691316237,1%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

2-Bromopyridine (0.74 mL, 7.90 mmol) was taken into THF (30 mL) and cooled to −78° C. Then BuLi (4.8 mL, 7.90 mmol, 1.6 M solution in hexane) was added dropwise and then stirred for 30 minutes. Next, 4-Chloro-8-(trifluoromethyl)-3-quinolinecarboxylic acid ethyl ester (2.0 g, 6.58 mmol) in THF (10 mL) was added rapidly and stirred at −78° C. for 4 hours. The reaction was poured into water/saturated NH4Cl solution and then extracted with ethyl acetate. The organic layer was dried over MgSO4, filtered and concentrated. The resulting material was purified via column chromatography using 15% ethyl acetate in hexane as the eluent to yield 0.823 g of (4-chloro-8-trifluoromethyl-quinolin-3-yl)-pyridin-2-yl-methanone as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07576215B2
Quelldatensatzuspto-grants-2009_08
ORD IDord-1c791553cc134315ab75db10bb4b34e4
Quellennotizuspto-grants-2009_08