Reacción #10407

Ecuación de reacción

(3-chloro-2-cyclopropylamino-4,5-difluorobenzoyl)-hydrazinecarboxylic acid tert-butyl ester

potassium carbonate

triphosgene

tetrahydrofuran

→

title compound

(8-Chloro-1-cyclopropyl-6,7-difluoro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)carbamic acid tert-butyl ester

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture is refluxed for 90 minutes
2. 2
   LavadoThe organic layer is washed with water and brine
3. 3
   Secadodried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   ConcentraciónThe filtrate is concentrated under vacuum
6. 6
   Otropurified via flash column chromatography (1:2 ethyl acetate/hexanes)

Procedimiento

To a solution of (3-chloro-2-cyclopropylamino-4,5-difluorobenzoyl)-hydrazinecarboxylic acid tert-butyl ester (Example 6c) (1.93 g, 5.34 mmol) in tetrahydrofuran (50 mL) is added potassium carbonate (3.69 g, 26.7 mol) and triphosgene (2.06 g, 6.95 mmol). The reaction mixture is refluxed for 90 minutes, cooled to room temperature, and diluted with ethyl acetate. The organic layer is washed with water and brine, then dried over MgSO4 and filtered. The filtrate is concentrated under vacuum and purified via flash column chromatography (1:2 ethyl acetate/hexanes) to afford the title compound (1.27 g). MS EI: m/z 386 (M+).

Fuente