反应详情

To a solution of N-{(1S)-1-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-ylcarbonyl]-2,2-dimethylpropyl}-1H-indole-2-carboxamide (120 mg, 0.34 mmol) in CH2Cl2 (4 mL) was added 1H-indole-2-carboxylic acid (55 mg, 0.34 mmol), EDC (78 mg, 0.41 mmol), HOBt (9 mg, 0.07 mmol) and NMM (102 mg, 0.93 mmol). The reaction mixture was stirred at room temperature for 3 h. The reaction was diluted with CH2Cl2 (5 mL) and washed with sat. NaHCO3 (10 mL), 1N HCl (10 mL), sat. NaHCO3 (10 mL) and brine (10 mL). The organic layer was dried over Na2SO4, filtered, and concentrated to yield the crude product. The material was purified by HPLC (YMC C18 5.0 uM 250*20 mm) and then recrystallized from water, dried by lyophilization to afford 64 mg of the title compound: LCMS (m/z): 498.4 (M+H); 1H NMR (400 MHz, CDCl3) δ ppm 0.98-1.16 (9H, m), 1.83-2.07 (3H, m), 3.52-3.96 (4H, m), 4.65-5.20 (3H, m), 6.62-6.98 (3H, m), 7.06-7.18 (2H, m), 7.21-7.45 (3H, m), 7.53-7.68 (2H, m), 9.42-9.73 (2H, m).

1. washwashed with sat. NaHCO3 (10 mL), 1N HCl (10 mL), sat. NaHCO3 (10 mL) and brine (10 mL)
2. dry with materialThe organic layer was dried over Na2SO4
3. filtrationfiltered
4. concentrationconcentrated
5. customto yield the crude product
6. customThe material was purified by HPLC (YMC C18 5.0 uM 250*20 mm)
7. customrecrystallized from water
8. customdried by lyophilization