Ethanone, 1-(5-bromo-2,3-dihydro-1H-indol-1-yl)-2,2,2-trifluoro- → 1-(2,2,2-Trifluoroacetyl)indoline-5-carbonitrile

Participants

Reaction Conditions

Reaction Steps

1-(5-Bromo-2,3-dihydro-1H-indol-1-yl)-2,2,2-trifluoroethanone (19 g, 0.0646 mol; see step (ii) above) was dissolved in DMF (50 mL). CuCN (8.68 g, 0.0969 mol) was then added and the reaction mixture was stirred at 160° C. for 4 days, before being cooled to RT, diluted with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate then concentrated under reduced pressure. The resulting residue was purified by column chromatography to give the sub-title compound as a white solid. Yield: 13 g.

Provenance & Evidence