反应详情

温度

65 °C

A mixture of 4-Bromo-benzamidine (0.202 g) and potassium carbonate (0.237 g) in H2O (0.286 mL) and THF (1.1 mL) was heated to 65° C. 2-(2-Chloro-acetyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.106 g) in THF (0.7 mL) was added over 1 hour and reaction mixture heated at 65° C. for 18 hours. Reaction mixture was concentrated to ˜0.5 mL and extracted with ethyl acetate. Organic layer was washed with H2O, brine and dried (MgSO4), concentrated and purified by flash column chromatography (silica gel, 20 to 100% ethyl acetate/hexanes) to give 2-[2-(4-Bromo-phenyl)-3H-imidazol-4-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (0.075 g) as an orange film: LCMS-ESI−: calc'd for C18H23BrN3O2: 393.30 (M+H+). Found: 391.8, 393.83 (M+H+).

1. customreaction mixture
2. temperatureheated at 65° C. for 18 hours
3. customReaction mixture
4. concentrationwas concentrated to ˜0.5 mL
5. extractionextracted with ethyl acetate
6. washOrganic layer was washed with H2O, brine
7. dry with materialdried (MgSO4)
8. concentrationconcentrated
9. custompurified by flash column chromatography (silica gel, 20 to 100% ethyl acetate/hexanes)