反应详情

温度

50 °C

A reaction mixture of 1-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)guanidine (0.305 g, 0.83 mmol, example 7c) and potassium carbonate (0.343 g, 2.48 mmol) in ethanol (3 mL) was stirred at 50° C. for 20 minutes under argon. 3-(3-(tetrahydrofuran-2-yl)propanoyl)dihydro-2H-pyran-4(3H)-one (0.187 g, 0.83 mmol) was added dropwise (neat) over 2 hours and stirred at 50° C. overnight. The solvent was evporated and the residue was partitioned between water and dichloromethane. The water phase was extracted twice with dichloromethane. The combined organic layer was dried over MgSO4, filtered and concentrated. ¼ of the crude was purified by preparative HPLC and concentrated. The residue was partitioned between NaHCO3 (aq) and dichloromethane and the the water phase was extracted twice with dichloromethane, dried (MgSO4) and concentrated giving 4 mg of the product.

1. stirringstirred at 50° C. overnight
2. customthe residue was partitioned between water and dichloromethane
3. extractionThe water phase was extracted twice with dichloromethane
4. dry with materialThe combined organic layer was dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. customwas purified by preparative HPLC
8. concentrationconcentrated
9. customThe residue was partitioned between NaHCO3 (aq) and dichloromethane
10. extractionthe the water phase was extracted twice with dichloromethane
11. dry with materialdried (MgSO4)
12. concentrationconcentrated