Isocainide hydrochloride, Socainide hydrochloride, Lorcainide hydrochloride, R-15,889, Remivox

N-(4-氯苯基)-n-(1-异丙基-4-哌啶)苯乙酰胺盐酸盐 洛开酰胺 Chemical Name: N-(4-Chlorophenyl)-N-(1-isopropylpiperidin-4-yl)phenylacetamide hydrochloride; 4'-Chloro-N-(1-isopropyl-4-piperidyl)-2-phenylacetanilide hydrochloride; N-(4-Chlorophenyl)-N-[1-(1-methylethyl)-4-piperidinyl]benzeneacetamide hydrochloride
CAS No. 58934-46-6, 59729-31-6 (free base)
项目整合开发状态: Withdrawn
项目研究机构: Janssen (Originator)
合成路线:The reaction of p-chloroaniline (I) with ethyl 4-oxopiperidine-1-carboxylate (II) by means of tosyl chloride in refluxing toluene gives ethyl 4-(p-chlorophenylimino)piperidine-1-carboxylate (III),which is reduced with NaBH4 in refluxing methanol to afford ethyl 4-(p-chloroanilino)piperidine-1-carboxylate (IV).The acylation of (IV) with phenylacetyl chloride (A) in refluxing benzene yields ethyl 4-[N-(p-chlorophenyl)-N-(phenylacetyl)amino]piperidine-1-carboxylate (V),which is decarboxylated with hot aqueous HBr giving N-(p-chlorophenyl)-N-(piperidin-4-yl)phenylacetamide hydrochloride (VI).Finally,this compound is alkylated with 2-bromopropane (B) and Na2CO3 in refluxing butanol.