反应详情

温度

96 °C

To a reaction tube under argon containing 5-bromo-2-(1,1-dioxo-thietan-3-yl)-1,2,3,4-tetrahydroisoquinoline (70 mg, 0.22 mmol), 3-(isoquinolin-3-yl)-4-methylaniline (51 mg, 0.22 mmol), Pd2(dba)3 (22 mg, 0.022 mmol), xantphos (37 mg, 0.044 mmol), potassium phosphate (133 mg, 0.66 mmol) is added anhydrous dioxane (1 ml). The mixture is stirred at 96° C. for 18 hours, cooled to room temperature, filtered through a celite pad to remove solid. The filtrate is concentrated and purified by preparative HPLC to afford N-(3-(Isoquinolin-3-yl)-4-methylphenyl)-2-(1,1-dioxo-thietan-3-yl)-1,2,3,4-tetrahydroisoquinolin-5-amine as a white solid (36.2 mg, 37%). LC-MS m/z: 470.2 (M+1); 1H NMR 400 MHz (CDCl3) δ9.31 (s, 1H), 8.00 (d, 2H, J=8.4), 7.83 (d, 1H, J=8.4 Hz), 7.72-7.70 (m, 2H), 7.61 (t, 1H, J=6.8 Hz), 7.20 (d, 1H, J=8.4 Hz), 7.13-7.09 (m, 3H), 6.94 (dd, 1H, J=2.4, 8.0 Hz), 6.70 (d, 1H, J=8.4 Hz), 5.34 (s, 1H), 4.44 (s, 2H), 3.59 (t, 2H, J=6.0 Hz), 2.97 (s, 3H), 2.82-2.78 (m, 6H), 2.34 (s, 3H).

1. temperaturecooled to room temperature
2. filtrationfiltered through a celite pad
3. customto remove solid
4. concentrationThe filtrate is concentrated
5. custompurified by preparative HPLC