1,4-Dioxane hydrochloride → (+/-)-cis-6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (3-fluoro-1-methyl-piperidin-4-ylmethyl)-amide dihydrochloride

Participants

Reaction Steps

(±)-cis-6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (3-fluoro-1-methyl-piperidin-4-ylmethyl)-amide (0.35 mmol, 160 mg) was stirred in 4 M HCl/dioxane (1 mL) for 20 min at room temperature. After evaporating the solvent, dichloromethane (0.2 mL) and hexane (1 mL) was added to precipitate (±)-cis-6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (3-fluoro-1-methyl-piperidin-4-ylmethyl)-amide dihydrochloride. LCMS: m/z 484 [M+1]. 1H NMR (400 MHz, CD3OD) δ 8.51 (1H, s), 7.50-7.51 (2H, m), 7.13-7.15 (2H, m), 4.44-4.48 (1H, m), 3.43-3.76 (5H, m), 2.97-3.03 (1H, m), 2.89-2.90 (3H, m), 2.80-2.85 (1H, m), 2.08-2.34 (1H, m), 1.99-2.04 (2H, m), 1.81-1.84 (3H, m), 1.30-1.63 (13H, m), 0.83-0.87 (3H, t).

Provenance & Evidence