Dimethyl Sulfide → HCID 118036964, compound

Participants

Reaction Steps

Ozone was bubbled through a mixture of tert-butyl 2-vinyl-7,8-dihydro-5H-pyrido[2,3-b]azepine-9(6H)-carboxylate (intermediate 239, 470 mg, 1.66 mmol) in DCM (6.5 ml) at −78° C. After 15 minutes, the intermediate ozonide was treated with dimethyl sulfide (0.86 ml, 11.62 mmol) and then the reaction mixture was slowly warmed to room temperature. After 1.5 h, the mixture was diluted with H2O and extracted with DCM (3×). The combined organic layers were washed with sat. aq. NaHCO3 and brine, dried over Na2SO4 and evaporated to give the crude title compound as a light brown solid. (UPLC-MS 6) tR 1.04; ESI-MS 277.1 [M+H]+.

Provenance & Evidence