N-bromobutanimide → HCID 54518783, compound

Participants

Reaction Conditions

Reaction Steps

5,6Dichloro-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazole (1.0 g, 2-25 mmol) was combined with N-bromosuccinimide (0.88 g, 4.94 mmol) in anhydrous 1,4-dioxane (50 mL). This solution was heated in an 80° C. oil bath for 15 min. The solution was cooled, diluted with ethyl acetate and extracted with 10% sodium bicarbonate (2×50 mL). The organics were dried with anhydrous Na2SO4, decanted and concentrated. The residue was purified on a silica gel column (5×11 cm, 230-400 mesh) with (1:50) methanol:dichloromethane to give a white solid which was identified as product by comparing its 1H NMR to that of Example 1.

Provenance & Evidence