Triethylamine → HCID 57656230, compound

Participants

Reaction Conditions

Reaction Steps

Add cyclohexylacetylene (1.54 mL, 11.6 mmol), dichlorobis(triphenylphosphine)palladium (200 mg, 0.28 mmol), copper iodide (100 mg, 0.53 mmol), and triethylamine (2.0 mL, 14.3 mmol) to a solution of 6-chloronicotinonitrile (1.38 g, 9.9 mmol) in DMF (4 mL). Heat the mixture in a sealed flask for 3 h at 100° C. Cool the mixture to room temperature, dilute with 1:1 hexane/EtOAc (100 mL) and wash with an aqueous 10% sodium chloride solution (3×30 mL). Collect the organic layer, concentrate in vacuo, and purify the residue by silica gel chromatography (90 g silica, hexane/EtOAc 95/5 to 85/15 gradient) to obtain the desired intermediate (1.75 g, 83%)

Provenance & Evidence