Acetonitrile → HCID 66892282, compound

Participants

Reaction Steps

To a solution of 10a (0.15 g, 0.5 mmol) in 2 mL of acetonitrile, was added bromine (0.1 mL, 1.95 mmol). The mixture was stirred at room temperature for 6 h then evaporated. The residue was added to a pre-stirred suspension of NaH (60% in oil, 9 mg, 0.22 mmol) and 5-methanesulfonyl-2,3-dihydro-1H-indole (43 mg, 0.22 mmol) in 1 mL of DMF. The mixture was stirred at 90° C. for 12 h, quenched with water, extracted with ethyl acetate and evaporated. The residue was purified by silica gel chromatography (eluent: 20% ethyl acetate in hexane) to afford 24a and 24b (80 mg of the less polar product and 55 mg of the more polar product).

Provenance & Evidence