반응 #816422

반응 방정식

ethyl chlorocarbonate

tert-butyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate

diisopropylethylamine

→

title compound

수율 72.0%

5-tert-butyl 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate

수율 72.0%

용매

tetrahydrofuran

THF

반응 조건

후처리

1. 1
   기타to reach room temperature
2. 2
   기타The obtained mixture was evaporated to dryness under vacuum
3. 3
   추출the resulting residue extracted with ethyl acetate (AcOEt) and water
4. 4
   기타The organic layer was separated
5. 5
   건조dried over sodium sulfate
6. 6
   기타evaporated to dryness
7. 7
   기타The mixture was purified by flash-chromatography (eluent: ethyl acetate/cyclohexane 4/6 to 7/3)

실험 절차

A solution of ethyl chlorocarbonate (8.9 ml, 93 mmol) in tetrahydrofuran (THF, 250 ml) was slowly added to a mixture of tert-butyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate (20 g, 89 mmol) and diisopropylethylamine (DIEA, 92 ml, 528 mmol) in THF (500 ml) at 0-5° C. The reaction was kept at the same temperature for two hours then allowed to reach room temperature and stirred overnight. The obtained mixture was evaporated to dryness under vacuum, and the resulting residue extracted with ethyl acetate (AcOEt) and water. The organic layer was separated, dried over sodium sulfate and evaporated to dryness. The mixture was purified by flash-chromatography (eluent: ethyl acetate/cyclohexane 4/6 to 7/3) to give 19 g of the title compound as a white solid. [M+H]+ 297

출처