反应详情

A mixture of spiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] (325 mg, 1.5 mmol) and fuming nitric acid (0.27 mL, 5.74 mmol) in sulfuric acid (0.75 mL) was heated at 70° C. to 80° C. for 24 hours. The resulting viscous solution was poured onto 15 g of ice and basified to pH>10 with solid sodium carbonate. The resulting mixture was extracted with chloroform (4×15 mL), dried (MgSO4), filtered, and evaporated under reduced pressure. Purification by flash chromatography through silica gel, eluting with ammoniated chloroform/methanol (95:5), provided the title compound (200 mg, 0.765 mmol, 51%) as a light yellow solid: electrospray MS 262 ([MH]+, 100).

1. temperaturewas heated at 70° C. to 80° C. for 24 hours
2. extractionThe resulting mixture was extracted with chloroform (4×15 mL)
3. dry with materialdried (MgSO4)
4. filtrationfiltered
5. customevaporated under reduced pressure
6. customPurification by flash chromatography through silica gel
7. washeluting with ammoniated chloroform/methanol (95:5)