反应详情

To a 20 ml vial were added (S)-2-amino-3-phenyl-N-(3-(pyridin-4-yl)phenyl)propanamide 34.1.D (75 mg, 0.19 mmole), thiazole-4-carbaldehyde (20 mg, 0.18 mmole), sodium triacetoxyborohydride (60 mg, 2.9 mmole), 5 ml of DCE, and DIEA (99 μl, 0.57 mmole). The reaction was stirred at room temperature for 1 hour. The reaction was then partitioned between 10 ml of water and 20 ml of DCM and the solvent was removed by rotary evaporation. The crude was purified using reverse phase preparative HPLC to give 34.8 mg of (S)-3-phenyl-N-(3-(pyridin-4-yl)phenyl)-2-(2-(tetrahydro-2H-pyran-4-yl)ethylamino)propanamide 34.1 as a light yellow solid. LCMS ESI (pos.) m/e: 430.3 (M+1): 1H NMR (500 MHz, MeOH) δ ppm 8.89 (d, J=6.85 Hz, 2H), 8.32 (d, J=6.85 Hz, 2H), 8.11 (t, J=1.83 Hz, 1H), 7.67-7.79 (m, 1H), 7.50-7.64 (m, 2H), 7.22-7.34 (m, 5H), 4.29 (dd, J=9.41, 5.99 Hz, 1H), 3.81-3.94 (m, 2H), 3.34-3.43 (m, 3H), 3.21-3.27 (m, 1H), 3.05-3.18 (m, 2H), 1.57-1.75 (m, 5H), 1.29 (br. s., 2H).

1. customThe reaction was then partitioned between 10 ml of water and 20 ml of DCM
2. customthe solvent was removed by rotary evaporation
3. customThe crude was purified