반응 #10401

반응 방정식

3-chloro-2-cyclopropylamino-4,5-difluorobenzoic acid

tert-butyl carbazate

1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide

→

title compound

수율 63.1%

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

수율 63.1%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   세척washed with saturated NaHCO3, water, and brine
2. 2
   건조The organic layer is dried over MgSO4
3. 3
   여과filtered
4. 4
   농축The filtrate is concentrated under vacuum
5. 5
   기타purified via flash column chromatography (1:2 ethyl acetate/hexanes)

실험 절차

To a solution of 3-chloro-2-cyclopropylamino-4,5-difluorobenzoic acid (Example 5d, 2.09 g, 8.45 mmol) in dichloromethane (30 mL) is added tert-butyl carbazate (1.67 g, 12.7 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (2.43 g, 12.7 mmol). After 16 hours, the reaction mixture is diluted with dichloromethane and washed with saturated NaHCO3, water, and brine. The organic layer is 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 (1.93 g). MS EI: m/z 360 (M+).

출처