Hydrogen Bromide → 3-Bromo-6-nitrofuro[3,2-c]pyridin-7-ol

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Reaction Steps

A solution of 3-Bromo-7-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-nitrofuro[3,2-c]pyridine (Intermediate 9a) (1.90 g, 0.00422 mol) in 48% aq. hydrogen bromide (100 mL, 2.0 mol) was stirred at 60° C. overnight. The reaction mixture was cooled down to rt. The reaction solution was diluted with H2O (100 mL) and extracted with DCM (5×50 mL). The DCM solution was dried over Na2SO4 and concentrated under vacuum. The resulting solid was triturated with DCM/hexanes to give the title compound. MS (ES+): m/z 258.85/260.89 [MH+]. HPLC: tR=2.81 min (ZQ3, polar—5 min). 1H NMR (400 MHz, CD3OD): δ=8.28 (s, 1H) 8.32 (s, 1H).

Provenance & Evidence