反应详情

To a solution of (S)-2-cyclopropyl-N-(1-(dimethylamino)-1-oxopropan-2-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (150 mg, 0.35 mmol) in acetonitrile (15.8 mL) at room temperature was added 18-crown-6 (92 mg, 0.35 mmol) and cesium fluoride (528 mg, 3.48 mmol). The reaction mixture was heated to reflux temperature for 48 h then cooled to room temperature and filtered over a pad of celite. The filtrate was evaporated under vacuum and the crude residue was partitioned between EtOAc (25 mL) and water (25 mL). The organic extract was dried (Na2SO4) and evaporated under vacuum. The crude residue was purified by preparative TLC (CH2Cl2/MeOH/NH4OH, 90:9.5:0.5) to give 48 mg (48%) of 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ((S)-1-dimethylcarbamoyl-ethyl)-amide as an off-white solid. MS: (M+H)+=302.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux temperature for 48 h
3. filtrationfiltered over a pad of celite
4. customThe filtrate was evaporated under vacuum
5. customthe crude residue was partitioned between EtOAc (25 mL) and water (25 mL)
6. extractionThe organic extract
7. dry with materialwas dried (Na2SO4)
8. customevaporated under vacuum
9. customThe crude residue was purified by preparative TLC (CH2Cl2/MeOH/NH4OH, 90:9.5:0.5)