反应详情

温度

0 °C

(S)-tert-butyl 2-(7-bromo-1H-naphtho[1,2-d]imidazol-2-yl)pyrrolidine-1-carboxylate (1.10 g, 2.64 mmol) was dissolved in DCM (15 mL) and HCl (4M in dioxane, 3 mL) was added. After stirring for 2.5 h, the reaction mixture was concentrated and the residue was treated with (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid (462 mg, 2.64 mmol), HATU (1.003 g, 2.64 mmol) and DMF (13 mL). The stirred mixture was cooled to 0° C. and DIPEA (2.3 mL, 13.2 mmol) was added. After 7 min, the reaction was allowed to warm to RT. 20 min later, the mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3 and brine. The organic phase was dried over MgSO4, filtered and concentrated. The crude residue was purified by silica column chromatography (79% to 100% EtOAc/hexane) to afford the title compound (590 mg, 47%).

1. concentrationthe reaction mixture was concentrated
2. waitAfter 7 min
3. temperatureto warm to RT
4. washwashed with saturated aqueous NaHCO3 and brine
5. dry with materialThe organic phase was dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude residue was purified by silica column chromatography (79% to 100% EtOAc/hexane)