反应详情

A solution of N-(4-(3-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-5-((4-(methylsulfonyl)piperazin-1-yl)methyl)pyridin-2-ylamino)-2-fluorophenyl)acetamide (0.125 g, 0.162 mmol) in trifluoroacetic acid (Aldrich) (1.206 mL, 16.24 mmol) and trifluoromethane sulfonic acid (TCI) (0.431 mL, 4.87 mmol) was stirred at rt in a sealed tube for 1 h. The reaction mixture was first neutralized with sat. NaHCO3 and then extracted with CHCl3 (3×15 mL). The combined organic layers were dried over MgSO4 and concentrated. The crude product was purified by column chromatography (120 g, 3% MeOH in DCM) to give the product as a yellow solid (0.070 g). m/z (ESI, +ve ion) 530. (M+H)+. 1H NMR (300 MHz, CDCl3) δ 12.03 (s, 1H); 8.73 (s, 1H); 8.31 (s, 1H); 8.19 (t, J=8.70 Hz, 1H); 8.07 (d, J=13.74 Hz, 1H); 7.15 (d, J=9.50 Hz, 1H); 5.44 (br. s., 2H); 3.54 (s, 2H); 3.27 (br. s., 4H); 2.79 (s, 3H); 2.60 (s, 7H); 2.22 (s, 3H).

1. extractionextracted with CHCl3 (3×15 mL)
2. dry with materialThe combined organic layers were dried over MgSO4
3. concentrationconcentrated
4. customThe crude product was purified by column chromatography (120 g, 3% MeOH in DCM)