Benzyl Bromide → 1-Benzyl-tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione

Participants

Reaction Steps

A solution of tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione (0.5 g, 3.5 mmol, prepared as described in J. Med. Chem. 36, 4214, 1994), BEMP (2 ml, 7 mmol) and benzylbromide (0.6 ml, 5 mmol) in CH3CN (20 ml) was refluxed for 1 hour. The reaction mixture was concentrated to dryness; the residue was then re-dissolved in ethyl acetate and washed with a saturated solution of NaCl, dried over Na2SO4, filtered and evaporated under vacuum. The residue was purified by flash chromatography over silica gel (CH2Cl2/MeOH/NH4OH 95/5/0.5) to afford 0.7 g of the title compound as yellow oil.

Provenance & Evidence