反应详情

温度

65 °C

N-(tert-Butyl)-5-(4-((3-fluorophenyl)amino)-5-phenylphthalazin-1-yl)pyridine-3-sulfonamide (0.600 g, 1.14 mmol) was dissolved in TFA (10.0 mL, 130 mmol) and heated to 65° C. for 4 h. TFA was removed under reduced pressure and the resulting residue was diluted with saturated NaHCO3 (100 mL). The reaction mixture was extracted with EtOAc (3×100 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by combiflash (REDISEP®, silica gel, 40 g, 0-6% MeOH/DCM) to afford 5-(4-((3-fluorophenyl)amino)-5-phenylphthalazin-1-yl)pyridine-3-sulfonamide (0.15 g, 27%) as an off-white solid. LCMS (Condition 38): retention time 2.12 min, [M+1]=472.2. HPLC (Condition 25): retention time=9.61 min, purity 99.78%. 1H NMR (400 MHz, DMSO-d6) δ 6.50 (dd, J=1.6 Hz, J=8.0 Hz, 1 H), 6.76 (td, J=2.0 Hz, J=8.4 Hz, 1 H), 7.19-7.25 (m, 2 H), 7.53-7.66 (m, 6 H), 7.76 (br s, 2 H), 7.90 (dd, J=1.2 Hz, J=7.2 Hz, 1 H), 7.95 (dd, J=1.2 Hz, J=8.0 Hz, 1 H), 8.05 (dd, J=7.2 Hz, J=8.0 Hz, 1 H), 8.54 (dd, J=2.0 Hz, J=2.4 Hz, 1 H), 9.15 (d, J=2.0 Hz, 1 H), 9.16 (d, J=2.4 Hz, 1 H).

1. customTFA was removed under reduced pressure
2. additionthe resulting residue was diluted with saturated NaHCO3 (100 mL)
3. extractionThe reaction mixture was extracted with EtOAc (3×100 mL)
4. dry with materialThe combined organic extracts were dried over anhydrous Na2SO4
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe resulting residue was purified by combiflash (REDISEP®, silica gel, 40 g, 0-6% MeOH/DCM)