1-(2-Methoxyphenyl)piperazine → HCID 10874021, compound

Participants

Reaction Steps

A mixture of 1-benzyl-3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (550 mg, 1.87 mmol), prepared as in Example 19, 1-(2-methoxyphenyl)piperazine (367 g, 1.87 mmol), sodium iodide (623 g, 3.75 mmol), potassium carbonate (260 mg, 1.81 mmol) and acetonitrile (50 mL) was stirred 8 hours at reflux. The reaction mixture then was poured into water (200 mL) and extracted with methylene chloride (3×100 mL). The combined extracts were dried (Na2SO4) and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (1:1) to give 1-benzyl-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl}-5-methyl-2,4(1H,3H)-pyrimidinedione (800 mg, 1.78 mmol) as an oil. The free base was recrystallized from a solution of hydrochloric acid in alcohol to give 1-benzyl-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propy1}-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 195°-198° C. Anal.: Calcd. for C26H32N4O3.(HCl)2 : C, 59.88; H, 6.57; N, 10.74%; Found: C, 59.71; H, 6.64; N, 10.73%.

Provenance & Evidence