Methanol → HCID 21931751, compound

Participants

Reaction Conditions

Reaction Steps

A 65 mg (0.28 mmol) solution of 5-methoxy-1,3,3-trimethyl-6-vinyl-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one in 16 ml of methylene chloride and 4 ml of methanol was cooled to −70° C. Ozone (via an ozone generator) was bubbled into the solution until a blue color was achieved. The reaction mixture was stirred at −70° C. for 30 minutes and warmed to room temperature. Approximately 0.5 ml of dimethyl sulfide was added and the reaction was evaporated. This residue (0.6 g) was used directly in the next step. 1H NMR (CDCl3) δ 10.20 (s, 1H). Mass spectrum: m/e =235 (p+1).

Provenance & Evidence