Acetic Anhydride → HCID 57950386, compound

Participants

Reaction Conditions

Reaction Steps

4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)pyridine 1-oxide (1.50 g, 6.25 mmol) was heated at 140° C. in acetic anhydride (18 mL) for 2 h. The mixture was concentrated and heated at 80° C. for 2 h in 1:1 MeOH/H2O (50 mL). The resulting black solution was concentrated. The material was then partially dissolved in iPrOH (20 mL). Et2O (70 mL) was added, and the mixture was allowed to sit at ambient temperature for 1 h. The resulting solids were collected by filtration and washed with Et2O to yield the title compound (951 mg, 63%) as a dark brown solid: 1H NMR (300 MHz, DMSO-d6) δ 11.08 (br s, 1H), 8.54 (m, 1H), 8.01 (s, 1H), 7.53 (d, J=9.0 Hz, 1H), 7.26-7.23 (m, 2H), 6.90 (m, 1H), 5.89-5.87 (m, 2H), 5.14 (s, 2H).

Provenance & Evidence