Hydrochloric Acid → HCID 67373738, compound

Participants

Reaction Steps

To a solution of 3-butyl-6-(1-methyl-piperidin-4-yloxy)-4-[4-(piperidin-4-ylmethoxy)-phenyl]-pyridazine dihydrochloride (0.2 mmol, 103 mg) in DCM (1 mL) at 0° C. was added acetyl chloride (0.4 mmol, 29 μL), DIEA (0.4 mmol, 70 μL) and DMAP (5 mg). The mixture was stirred at room temperature for 1 hour. The mixture was then condensed in vacuo and the residue was purified by silica gel chromatography (DCM to DCM+10% 2N NH3 in MeOH) to give a colorless sticky solid, which was dissolved in DCM (1.0 mL), 2N HCl in ether (1.0 mL) was added, kept at room temperature for 10 min, condensed, triturated with hexanes to provide the title compound. LCMS: m/z 482 [M+1]. 1H NMR (400 MHz, CD3OD): δ 7.63 and 7.75 (1H, s), 7.44-7.50 (2H, m), 7.12-7.17 (2H, m), 5.37-5.54 (1H, m), 4.37 (2H, d), 3.36-3.69 (3H, m), 3.08-3.30 (4H, m), 2.92 (3H, s), 2.11-2.74 (5H, m), 2.10 (3H, s), 1.86-2.08 (4H, m), 1.25-1.54 (7H, m), 0.82 (3H, t).

Provenance & Evidence