HCID 59381950, compound → HCID 59381925, compound

Participants

Reaction Steps

A mixture of 4-(1-benzenesulfonyl-3-iodo-1H-indol-5-yl)-3-benzyl-piperazine-1-carboxylic acid tert-butyl ester (0.23 g, 0.4 mmol), CuCN (0.13 g, 1.4 mmol), Pd2(dibenzylideneacetone)3 (0.017 g, 0.02 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.040 g, 0.07 mmol) was taken up in 5 mL 1,4 dioxane and warmed to reflux for one hour. The mixture was cooled to room temperature and filtered through a pad of celite. The filter cake was washed with EtOAc and the filtrate was concentrated under reduced pressure. Purification via flash chromatography (gradient: 15 to 25% EtOAc in hexanes) afforded 4-(1-benzenesulfonyl-3-cyano-1H-indol-5-yl)-3-benzyl-piperazine-1-carboxylic acid tert-butyl ester (0.20 g, 97%) as a white foam; MS (M+H)=557.

Provenance & Evidence