تفاعل #10407

معادلة التفاعل

(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

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture is refluxed for 90 minutes
2. 2
   غسيلThe organic layer is washed with water and brine
3. 3
   تجفيفdried over MgSO4
4. 4
   ترشيحfiltered
5. 5
   تركيزThe filtrate is concentrated under vacuum
6. 6
   أخرىpurified via flash column chromatography (1:2 ethyl acetate/hexanes)

الإجراء التجريبي

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+).

المصدر