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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 625761Erstellt: 25. Oktober 2026

Methanol → 2-[(4-fluorophenyl)-hydroxymethyl]-7-methyl-1H-quinazolin-4-one

https://huagongshe.com/reaction/625761

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
Edukt2-Amino-4-methylbenzamideHCID 2801474—
EduktSodium MethoxideHCID 10942334—
Edukt5-(4-Fluorophenyl)-1,3-dioxolane-2,4-dioneHCID 86649050—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-[(4-fluorophenyl)-hydroxymethyl]-7-methyl-1H-quinazolin-4-oneHCID 17842298091%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a solution of 2-amino-4-methylbenzamide (3 g, 20.0 mmol) in THF (40 mL) was added 5-(4-fluorophenyl)-1,3-dioxolane-2,4-dione from Example 16 (4.7 g, 24 mmol) and the solution was stirred for 2 h at 50° C. Sodium methoxide in MeOH (25%, 5.2 mL, 24 mmol) was then added and the solution was stirred at 50° C. overnight. The reaction mixture solution was concentrated, 2N HCl was added and the mixture was filtered. The collected solid was dried to give 2-(((4-fluorophenyl)(hydroxy)methyl)-7-methylquinazolin-4-ol (5.14 g, 91%) which was used without further purification. LC-MS (ESI) m/z 285 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09308207B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-4b4408a992bb4972b29016de0773ca8e
Quellennotizuspto-grants-2016_04