Potassium Carbonate → HCID 68911659, compound

Participants

Reaction Conditions

Reaction Steps

Copper iodide (13 mg, 0.07 mmol) was added to a solution of the benzonitrile of Example 4 (200 mg, 0.68 mmol) and potassium carbonate (197 mg, 1.43 mmol) in toluene (2 ml) in a Reactivial®. The reaction mixture was degassed, then 3-bromopyridine (79 μl, 0.82 mmol) and (1R,2R)-(−)-1,2-bis(methylamino)cyclohexane (20 mg, 0.14 mmol) were added successively. The reaction was then sealed and heated at 110° C. for 24 hours. The reaction mixture was then diluted with ethyl acetate (20 ml), filtered through a pad of silica and then washed with more ethyl acetate (15 ml). The filtrate was concentrated under reduced pressure and the crude product was purified by preparative HPLC to provide the title compound (11 mg, 4%),

Provenance & Evidence