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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1737591Erstellt: 25. Oktober 2026

Potassium Carbonate → 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(2-(3-pyridyloxy)ethoxy)quinazoline

https://huagongshe.com/reaction/1737591

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3-(2-Chloroethoxy)pyridine hydrochlorideHCID 22624985—
Edukt4-(4-Chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazolineHCID 135513720—
LösungsmittelWaterHCID 962—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(2-(3-pyridyloxy)ethoxy)quinazolineHCID 2262490921,5%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (350 mg, 1.0 mmol), (prepared as described for the starting material in Example 24), 3-(2-chloroethoxy)pyridine hydrochloride (234 mg, 1.2 mmol) and potassium carbonate (456 mg, 3.3 mmol) in NMP (20 ml) was heated at 90° C. for 2 hours. The mixture was allowed to cool, diluted with water and extracted with ethyl acetate. The combined extracts were washed with water, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol mixtures (100/0 increasing to 95/5) to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(2-(3-pyridyloxy)ethoxy)quinazoline (95 mg, 20%). m.p. 188-190° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05962458
Quelldatensatzuspto-grants-1999_10
ORD IDord-1cb19d1ea3624adcbd02b4c09ebde77b
Quellennotizuspto-grants-1999_10