反应详情

温度

75 °C

2,5-dichloro-3-{[5-chloro-1-({1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile (60 mg, 0.083 mmol) was dissolved in TFA and heated to 75° C. After 1 hour, the reaction mixture was concentrated under reduced pressure and re-constituted in EtOAc (15 mL). The reconstituted mixture was then washed with saturated aqueous sodium carbonate (5 mL) and then with water (5 mL). The combined aqueous layers were back-extracted with EtOAc (15 μL). The combined organic fractions were dried (MgSO4), filtered and solvent removed under reduced pressure. The resulting residue was purified by column chromatography on silica gel (4 g) eluting with 0-10% MeOH/CH2Cl2 to yield the title compound. 1H NMR (DMSO-d6) δ 12.70 (s, 1H), 8.04 (d, J=2.3 Hz, 1H), 7.81 (d, J=8.9 Hz, 1H), 7.76 (d, J=8.9 Hz, 1H), 7.53 (d, J=8.6 Hz, 1H), 7.41 (d, J=2.3 Hz, 1H), 6.36 (s, 2H), 6.29 (d, J=8.7 Hz, 1H), 6.15 (s, 2H), 5.75 (s, 1H). HRMS (M+1)=485.0193.

1. concentrationthe reaction mixture was concentrated under reduced pressure and re-constituted in EtOAc (15 mL)
2. washThe reconstituted mixture was then washed with saturated aqueous sodium carbonate (5 mL)
3. extractionThe combined aqueous layers were back-extracted with EtOAc (15 μL)
4. dry with materialThe combined organic fractions were dried (MgSO4)
5. filtrationfiltered
6. customsolvent removed under reduced pressure
7. customThe resulting residue was purified by column chromatography on silica gel (4 g)
8. washeluting with 0-10% MeOH/CH2Cl2