反应详情

A solution of N-(4-(3-(2-(2-fluorophenyl)-3-methylquinolin-4-ylamino)-4-morpholinophenyl)pyrimidin-2-yl)acetamide (20 mg, 36 μmol) and concentrated aq. hydrochloric acid (1.50 mL, 18.0 mmol) in acetonitrile (4.00 mL, 76.6 mmol) was heated to 90° C. After 18 h the pH was made alkaline by addition of sodium hydroxide. The reaction mixture was partitioned between 30 mL ea EtOAc and water. The organic layer was stirred over anhydrous magnesium sulfate, filtered and the filtrate concentrated under reduced pressure to afford a yellow solid. The product was purified by chromatography on silica gel eluting with 5-10% MeOH in DCM to afford a colorless solid. 1H NMR (400 MHz, chloroform-d) δ ppm 8.07-8.27 (2H, m), 7.84 (1H, d, J=8.2 Hz), 7.51-7.67 (3H, m), 7.37-7.49 (2H, m), 7.27 (1H, t, J=7.4 Hz), 7.01-7.23 (5H, m), 6.78 (1H, br. s.), 5.10 (2H, br. s.), 3.87 (4H, t, J=4.5 Hz), 3.11 (4H, br. s.), 2.06-2.21 (3H, m). Mass Spectrum (ESI) m/e=507.2 (M+1).

1. customThe reaction mixture was partitioned between 30 mL ea EtOAc and water
2. filtrationfiltered
3. concentrationthe filtrate concentrated under reduced pressure
4. customto afford a yellow solid
5. customThe product was purified by chromatography on silica gel eluting with 5-10% MeOH in DCM
6. customto afford a colorless solid