Reaktion #10417

Reaktionsgleichung

NH4Cl

1-cyclopropyl-3-(3-methoxy-2,4,5-trifluorobenzoyl)urea

sodium hydride

→

title compound

1-Cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dione

Lösungsmittel

tetrahydrofuran

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for 16 hours
3. 3
   TemperaturThe mixture is cooled
4. 4
   Extraktionextracted with dichloromethane
5. 5
   WaschenThe organic layer is then washed with brine
6. 6
   Trocknendried over Na2SO4
7. 7
   Einengenconcentrated under reduced pressure

Vorschrift

A solution of 1-cyclopropyl-3-(3-methoxy-2,4,5-trifluorobenzoyl)urea (Example 27b, 0.94 g, 3.26 mmol) in tetrahydrofuran (20 mL) and N,N-dimethylformamide (5 mL) is treated with sodium hydride (0.275 g, 6.8 mmol, 60% in mineral oil dispersion) and heated at reflux for 16 hours. The mixture is cooled, treated with saturated NH4Cl and extracted with dichloromethane. The organic layer is then washed with brine, dried over Na2SO4 and concentrated under reduced pressure. Flash column chromatography (1:3 ethyl acetate/hexanes) afforded the title compound. MS (EI, M+1) m/z 269.

Quelle