Potassium Carbonate → 7-Bromo-1,3-dimethylimidazo[1,5-a]pyridine

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Reaction Steps

N-(1-(4-bromopyridin-2-yl)ethyl)acetamide (2.28 g, 9.38 mmol) was suspended in anhydrous benzene (20 mL), then phosphorus oxychloride (2.2 mL, 23.6 mmol) was added and the reaction heated to reflux for 3 hours. The crude reaction was then added portion-wise to 1M potassium carbonate solution (60 mL) and stirred until gas evolution ceased. The pH was then adjusted to pH 10 with potassium carbonate. The aqueous layer was extracted with DCM (50 mL×2), the organic were combined, dried over Na2SO4, and concentrated to afford the product, which was used without further purification. LCMS-ESI+: calc'd for C9H10BrN2: 225.1 (M+H+); Found: 225.05 (M+H+).

Provenance & Evidence