Hydrochloric Acid → 3-[1-[2-[4-(4-Pyridyl)piperazin-1-yl]acetyl]piperidin-4-yl]propanoic acid

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A mixture containing ethyl 3-[1-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]piperidin-4-yl]propanoate (50 mg), concentrated hydrochloric acid (1 ml) and dioxan (4 ml) was stirred at 50°-60° C. for 1 hour,then concentrated to give a foam which was triturated with hot isopropanol. Filtration gave the title compound (48 mg) as pale cream prisms, m.p. 188°-190° C. NMR (d6DMSO+d4AcOH) δ1.0-1.3(2H,m); 1.5-1.6(3H,m); 1.8(2H,d); 2.3(2H,t); 2.6-2.8(1H,m); 2.95-3.15(1H,m); 3.5(4H,brs); 3.6-3.7(1H,m); 4.0-4.2(4H,brs); 4.3-4.5(3H,m); 7.25(2H,d); 8.35(2H,d); m/e 361(M+H)+ ; calculated for C19H28N4O3 2HCl. H2O: C,50.6;H, 7.2; N, 12.4; H2O, 4.0; found: C,50.3; H, 7.2; N, 12.2; H2O, 4.0%.

Provenance & Evidence