Dimethylformamide → HCID 86650836, compound

Participants

Reaction Steps

A solution of (rac.)-1-Aza-bicyclo[3.3.1]nonan-4-ol (1.3 mmol) in DMF (5 ml) is treated with sodium hydride (60% in mineral oil; 1.3 mmol). After 1 hr at room temperature, a solution of 3-Chloro-6-(2-fluoro-4-methyl-phenyl)-pyridazine (1 mmol) in DMF (30 ml) is added, and the reaction mixture heated to 50 deg. for 16 hrs. After cooling to room temperature, the DMF solution is quenched with a 10% NaCl solution, extracted with ethyl acetate (2×15 ml), followed by sodium chloride solution (20 ml). The ethyl acetate is dried over anhydrous magnesium sulfate, filtered and evaporated to dryness, and the residual oil purified by silica gel column chromatography (eluent: ethyl acetate-methanol-triethylamine (50:10:2) to afford (rac.)-4-[(6-(2-Fluoro-4-methyl-phenyl)-pyridazin-3-yloxy]-1-aza-bicyclo[3.3.1]nonane as a colourless solid. MS (ES+): m/e=328 (MH+)

Provenance & Evidence