反应详情

To a solution of tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione (1.3 g, 9.28 mmol, prepared as described in J. Med. Chem. 36,4214, 1994) in N-methylpyrrolidone (NMP, 12 cc), CuI (0.5 g, 2.62 mmol), K2CO3 (1.3 g, 9.28 mmol) and 2-bromotoluene (6 g, 35 mmol) were added under stirring. The suspension was heated in a microwave apparatus (250 Watt) for 1 h. Ethyl acetate was added to the suspension and the solid was filtered. The organic phase was washed with water and the aqueous phase was re-extracted with CH2Cl2. The organic phases were gathered and dried over Na2SO4, filtered and concentrated to dryness. The residue was triturated with Et2O. The solid was filtered, and crystallized the first time with iPrOH and then with AcOEt to yield 0.33 g of the title compound, mp=138-139° C.

1. temperatureThe suspension was heated in a microwave apparatus (250 Watt) for 1 h
2. filtrationthe solid was filtered
3. washThe organic phase was washed with water
4. extractionthe aqueous phase was re-extracted with CH2Cl2
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated to dryness
8. customThe residue was triturated with Et2O
9. filtrationThe solid was filtered
10. customcrystallized the first time with iPrOH