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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7628Erstellt: 23. Oktober 2026

Potassium Carbonate → 2-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamide

https://huagongshe.com/de/reaction/7628

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3-Fluorobenzylic alcoholHCID 68008—
EduktMethyl 4-fluoro-2-nitrobenzoateHCID 14941412—
Edukt4-(3-Fluoro-benzyloxy)-2-nitro-benzoic acid methyl esterHCID 69594337—
Edukt4-(3-Fluorobenzyloxy)-2-nitro-benzoic acid (3-fluoro-benzyl) esterHCID 86593646—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamideHCID 1002018076%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

4-(3-Fluoro-benzyloxy)-2-nitro-benzoic acid (3-fluoro-benzyl) ester and 4-(3-fluoro-benzyloxy)-2-nitro-benzoic acid methyl ester: A mixture of 4-fluoro-2-nitro-benzoic acid methyl ester (9.2 g, 46.3 mmol), 3-fluorobenzyl alcohol (16.7 g, 132.4 mmol) and potassium carbonate (12.8 g, 92.6 mmol) in DMF (210 mL) was heated at 65° C. for 48 h. After cooling to rt, the mixture was poured into water (400 mL), and extracted with diethyl ether (3×100 mL). The combined extracts were washed with brine (100 mL) dried and evaporated. Purification by chromatography on silica gel eluting with ethyl acetate:hexane (1:1) afforded the title compound (14.0 g, 76%) as a light yellow liquid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087612B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-f243056d574b4911b9c3d4786237c32f
Quellennotizuspto-grants-2006_08