Reaktion #1377649

Reaktionsgleichung

ether

methyl 3-(4-bromoacetylphenyl)propionate

1-(4-pyridyl)piperazine

→

title compound

Methyl 3-[4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]phenyl]propionate

Lösungsmittel

acetonitrile

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was then filtered
2. 2
   Einengenthe filtrate concentrated in vacuo
3. 3
   Sonstigeto give an oil
4. 4
   SonstigePurification by flash chromatography on silica eluting first with dichloromethane
5. 5
   Sonstige5% v/v methanol/dichloromethane gave a solid

Vorschrift

A solution of methyl 3-(4-bromoacetylphenyl)propionate (380 mg) in acetonitrile (4 ml) was added dropwise over 15 minutes to a stirred solution of 1-(4-pyridyl)piperazine (450 mg) in acetonitrile (10 ml) and the mixture stirred overnight. The mixture was then filtered and the filtrate concentrated in vacuo to give an oil. Purification by flash chromatography on silica eluting first with dichloromethane then 5% v/v methanol/dichloromethane gave a solid. Trituration with ether gave the title compound, 172 mg, as a solid: m.p. 141°-143° C.; NMR (d6DMSO) δ 8.15(2H,d), 7.92(2H,d), 7.37(2H,d), 6.83(2H,d), 3.89(2H,s), 3.59(3H,s), 3.37(4H,t), 2.93(2H,t), 2.69(2H,t), 2.65(4H,t); m/e 368(M+H)+ ; calculated for C21H25N3 O3.0.25H2O: C, 67.8; H, 6.9; N, 11.3. found: C, 67.8; H, 6.9; N, 11.1%.

Quelle