Bromine → 3-(7-bromo-1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate

Participants

Reaction Steps

To a solution of 3-(1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (See Intermediate 1, 170 mg, 0.40 mmol) in HOAc (3 mL) was added Br2 (76.6 mg, 0.48 mmol). The reaction was stirred at RT for 2 h then diluted with EA (10 mL) and water (5 mL). The organic layer was washed with water (3×20 mL), dried over Na2SO4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (5:1) to give 3-(7-bromo-1-methyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (150 mg, 74.4% yield) as a yellow oil. LCMS: MH+ 504 and TR=1.739 min.

Provenance & Evidence