反应详情

温度

0 °C

(S)-tert-butyl 2-(7-bromo-4,5-dihydro-1H-naphtho[1,2-d]imidazol-2-yl)pyrrolidine-1-carboxylate (314 mg, 0.750 mmol) was dissolved in DCM (5 mL) and HCl (4M in dioxane, 1 mL) was added. After stirring for 1 h, the reaction mixture was concentrated and the residue was treated with (S)-2-(methoxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid (163 mg, 0.750 mmol), HATU (285 mg, 0.750 mmol) and DMF (4 mL). After cooling to 0° C., DIPEA (0.65 mL, 3.75 mmol) was added dropwise and the reaction mixture was allowed to warm to RT. After 4 h, the mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3 and brine, dried over MgSO4, filtered and concentrated. The crude residue was purified by silica column chromatography (0% to 30% MeOH/EtOAc) to afford the title compound (211 mg, 54%).

1. concentrationthe reaction mixture was concentrated
2. temperatureto warm to RT
3. waitAfter 4 h
4. washwashed with saturated aqueous NaHCO3 and brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude residue was purified by silica column chromatography (0% to 30% MeOH/EtOAc)