反应详情

温度

0 °C

2-[5-(5-Bromo-3a,6a-dihydro-thieno[3,2-b]thiophen-2-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (250 mg, 0.548 mmol) was dissolved in DCM (4 mL) and treated with HCl (4 M in dioxane, 1 mL, 4 mmol). After stirring for 1.5 h, the reaction mixture was concentrated. The solid was dried, then combined with 2-Methoxycarbonylamino-3-methyl-butyric acid (106 mg, 0.603 mmol), HATU (229 mg, 0.603 mmol) and DMF (6 mL). The stirred reaction mixture was cooled to 0° C. and DIPEA (0.48 mL, 2.74 mmol) was added dropwise. After 50 min, it was warmed to RT. 12 min later, the reaction mixture was diluted with EtOAc. The organic phase was washed with saturated aqueous NaHCO3 and brine before being dried over MgSO4, filtered and concentrated. The crude residue was purified by silica column chromatography to afford the title compound (252 mg, 90%).

1. concentrationthe reaction mixture was concentrated
2. customThe solid was dried
3. customThe stirred reaction mixture
4. waitAfter 50 min
5. temperatureit was warmed to RT
6. washThe organic phase was washed with saturated aqueous NaHCO3 and brine
7. dry with materialbefore being dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customThe crude residue was purified by silica column chromatography