反应详情

温度

25 °C

1-(trans-4-{[(5-nitro-2-{[2-(trifluoromethoxy)benzyl]amino}pyrimidin-4-yl)amino]methyl}-cyclohexyl)azetidin-3-ol (111 mg, 0.22 mmol, see Example 7), phthalimide (50 mg, 0.33 mmol) and PPh3 (127 mg, 0.48 mmol) were combined in THF (5 mL). To this mixture was added DEAD (61 mg, 0.35 mmol) and the reaction was allowed to stir at 25° C. for 18 h. The reaction was diluted with EtOAc and poured into 10% aqueous NaHCO3. The aqueous phase was separated and extracted two more times with EtOAc. The organic layers were combined, dried (Na2SO4), decanted and concentrated. The crude was purified via flash chromatography (SiO2, 1:9:90-NH4OH:CH3OH:CH2Cl2) to afford 92 mg (67%) of 2-[1-(4-{[5-nitro-2-(2-trifluoromethoxy-benzylamino)-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-azetidin-3-yl]-isoindole-1,3-dione.

1. customThe aqueous phase was separated
2. extractionextracted two more times with EtOAc
3. dry with materialdried (Na2SO4)
4. customdecanted
5. concentrationconcentrated
6. customThe crude was purified via flash chromatography (SiO2, 1:9:90-NH4OH:CH3OH:CH2Cl2)