反应详情

温度

70 °C

To 87 mg (0.16 mmol) of amine 7-2 in THF in a sealed tube was added 41 mg (0.19 mmol) of 2,2-difluoroethyl trifluoromethane sulfonate and 67 μL (0.48 mmol) of triethylamine. After stirring 2.5 h at 70° C., the mixture was partitioned between EtOAc and saturated NaHCO3, the layers were separated, the organic phase was washed with brine, dried over MgSO4, and concentrated by rotary evaporation. The residue was dissolved in 5 mL CH2Cl2 and 1 mL of trifluroacetic acid was added. After stirring for 30 min at room temperature, the solvents were removed by rotary evaporation, the residue was partitioned between EtOAc and saturated NaHCO3, the layers were separated, the organic phase was washed with brine, dried over MgSO4, and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel with MeOH/CHCl3 to provide 10-1 as a white solid. Data for 10-1: 1HNMR (500 MHz, CDCl3) δ 7.7-7.3 (m, 5H), 7.1-6.9 (m, 3H), 6.3 (s, 1H), 5.8 (m, 1H), 5.4 (m, 1H), 4.8 (m, 1H), 4.6 (m, 1H), 4.4 (m, 1H), 4.0 (m, 1H), 3.7 (m, 1H), 3.0 (m, 2H), 2.9 (s, 3H), 2.75 (m, 2H), 2.3 (m, 2H), 1.9 (m, 2H), 1.6 (m, 1H) ppm. HRMS (ES) calc'd M+H for C26H29F4N3O2: 492.2269. Found: 492.2250.

1. customthe mixture was partitioned between EtOAc and saturated NaHCO3
2. customthe layers were separated
3. washthe organic phase was washed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated by rotary evaporation
6. dissolutionThe residue was dissolved in 5 mL CH2Cl2
7. addition1 mL of trifluroacetic acid was added
8. stirringAfter stirring for 30 min at room temperature
9. customthe solvents were removed by rotary evaporation
10. customthe residue was partitioned between EtOAc and saturated NaHCO3
11. customthe layers were separated
12. washthe organic phase was washed with brine
13. dry with materialdried over MgSO4
14. concentrationconcentrated by rotary evaporation
15. customThe residue was purified by column chromatography on silica gel with MeOH/CHCl3