Sulfuric Acid → HCID 71135235, compound

Participants

Reaction Conditions

Reaction Steps

1-(2,2-Dimethylpropyl)-5-[2-(4-methoxyphenyl)-6-methyl-2-azabicyclo-[2.2.2]oct-5-en-5-yl]-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (7-3, 40.3 mg, 0.09 mmol, 1.0 equiv) was added to CH3CN (820 μL) and water (820 μL). To this suspension was added aqueous H2SO4 (90 μL, 0.09 mmol, 1.0 equiv, 1.0 M) followed by periodic acid in one portion (21 mg, 0.09 mmol, 1.0 equiv). The reaction contents were heated to 50° C. for 18 h. Following this duration, LCMS showed consumption of starting material. The mixture was subsequently filtered through Celite, rinsed with CH3CN and purified by reverse-phase HPLC (15-90% CH3CN:0.1% TFA in H2O) to give 7-4 as a tan solid.

Provenance & Evidence