反应详情

Into a 50-mL round bottom flask, was placed a solution of tert-butyl 3-(2-(2-(2-(((6-((4-(piperidin-1-yl)-2-((1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)carbamoyl)-phenyl)carbamoyl)pyridin-2-yl)methyl)(methyl)amino)ethoxy)ethoxy)ethoxy)propanoate (210 mg, 0.25 mmol, 1.00 equiv) in dichloromethane (4 mL), and trifluoroacetic acid (2 mL). The resulting solution was stirred for 2 h at room temperature. The reaction progress was monitored by LCMS. The resulting mixture was concentrated under vacuum. The crude product was purified by reverse phase HPLC eluting with a water/CH3CN gradient containing 0.05% TFA. The product was obtained as 32.9 mg (13%) of a brown solid. 1H-NMR (300 MHz, CD3OD, ppm): δ 8.81-8.78 (d, J=9.3 Hz, 1H), 8.48-8.47 (d, J=2.7 Hz, 1H), 8.33-8.31 (d, J=7.5 Hz, 1H), 8.21-8.16 (d, J=7.5 Hz, 2H), 7.87-7.86 (d, J=2.4 Hz, 1H), 7.79-7.72 (m, 2H), 7.64-7.62 (d, J=6.9 Hz, 2H), 6.98-6.97 (d, J=2.4 Hz, 1H), 4.75 (s, 2H), 3.80-3.77 (t, J=4.5 Hz, 2H), 3.66-3.47 (m, 16H), 3.11-3.09 (d, J=6.3 Hz, 3H), 2.49-2.45 (d, J=6 Hz, 2H), 1.94-1.75 (m, 6H). MS (ES, m/z): 782 [M+H]+.

1. customInto a 50-mL round bottom flask, was placed
2. concentrationThe resulting mixture was concentrated under vacuum
3. customThe crude product was purified by reverse phase HPLC
4. washeluting with a water/CH3CN gradient
5. additioncontaining 0.05% TFA