Piperidine → 2-N-Phenyl-6-[5-(piperidin-1-yl)-1,2,4-oxadiazol-3-yl]-1,3,5-triazine-2,4-diamine

Participants

Reaction Steps

Piperidine (0.483 mL, 4.902 mmol) was added to a solution of 2-N-phenyl-6-[5-(trichloromethyl)-1,2,4-oxadiazol-3-yl]-1,3,5-triazine-2,4-diamine (prepared in an analogous manner to Intermediate 134, 0.913 g, 2.451 mmol) in dioxane (4 mL) at room temperature. The reaction mixture was stirred at room temperature for two days before being concentrated. The resulting residue was dissolved in EtOAc and water, and washed successively with 1M aq. HCl and brine. The organic phase was dried over sodium sulfate, filtered and concentrated. The crude compound was purified by flash chromatography (heptane:EtOAc 3:2) to afford the title compound (100 mg, 26%).

Provenance & Evidence