RO-28-2653

Chemical Name: 5-(4-Biphenylyl)-5-[4-(4-nitrophenyl)piperazin-1-yl]barbituric acid; 5-(4-Biphenylyl)-5-[4-(4-nitrophenyl)piperazin-1-yl]pyrimidine-2,4,6(1H,3H,5H)-trione
CAS No. 261956-22-3
项目整合开发状态: Preclinical
项目研究机构: Roche (Originator)
合成路线:Esterification of (4'-biphenyl)acetic acid (I) with ethanol and p-toluenesulfonic acid provides the corresponding ethyl ester (II).Subsequent carbethoxylation of (II) with diethyl carbonate (III) under Claisen's condensation conditions furnishes the biphenylmalonate (IV).Cyclization of malonate (IV) with urea (V) in the presence of NaOEt leads to 5-(4'-biphenyl)barbituric acid (VI),which is further brominated to (VII) employing Br2 in aqueous HBr.The title compound is finally obtained by displacement of the 5-bromo barbituric acid (VII) with N-(4-nitrophenyl)piperazine (VIII) in refluxing MeOH.