Hydrochloric Acid → HCID 24946635, compound

Participants

Reaction Steps

K2CO3 (0.71 g; 0.0052 mol), potassium iodide (10 mg; 0.062 mmol) and ethyl bromide (0.54 ml; 0.0072 mol) were added to a solution of 2-(4-fluorophenyl)-N-({1-[(2-methyl-2H-indazol-3-yl)carbonyl]piperidin-4-yl}methyl)ethanamine (10a) (1.7 g; 0.0043 mol) in absolute ethanol (20 ml). The mixture was heated under reflux for 48 h and then the solvent was evaporated at reduced pressure. The residue was taken up in chloroform and was washed with water twice. The organic phase was dried over Na2SO4, filtered and concentrated at reduced pressure. The resultant raw compound (1.5 g) was purified by flash chromatography (ethyl acetate/n-hexane/ammonia=96/4/0.2). The compound obtained (0.5 g) was converted to its hydrochloride by dissolving in absolute ethanol and treatment with an excess of 5N hydrochloric ethanol for 3 h. After evaporation of the solvent at reduced pressure, the solid residue was crystallized from ethanol/ethyl acetate, obtaining 0.15 g of N-ethyl-2-(4-fluorophenyl)-N-({1-[(2-methyl-2H-indazol-3-yl)carbonyl]piperidin-4-yl}methyl)ethanamine hydrochloride.

Provenance & Evidence