6-Bromoindole → HCID 89526381, compound

Participants

Reaction Conditions

Reaction Steps

6-bromo-1H-indole (3.0 g, 15.3 mmol), sodium 3-methoxy-3-oxopropane-1-sulfinate (8.0 g, 45.9 mmol) and CuI (14.6 g, 77.0 mmol) were charged to a sealable flask. The flask was closed and degassed twice, and then dry DMSO (30 mL) was added and the reaction mixture degassed again before being heated at 110° C. in an oil bath overnight. The reaction mixture was cooled and diluted with ethyl acetate (300 mL). The mixture was filtered on a silica gel pad and eluted with ethyl acetate. The organic phase was concentrated under reduced pressure. The crude was purified on silica gel eluting with hexanes and ethyl acetate, then with DCM and methanol to afford the title compound.

Provenance & Evidence