Enecadin hydrochloride, NS-7

4-(4-氟苯基)-2-甲基-6-[5-(1-哌啶基)戊基氧]盐酸嘧啶 4-(4-氟苯基)-2-甲基-6-[5-(1-哌啶基)戊氧基]嘧啶 Chemical Name: 4-(4-Fluorophenyl)-2-methyl-6-[5-(1-piperidinyl)pentyloxy]pyrimidine hydrochloride
CAS No. 178429-67-9, 259525-01-4 (free base)
项目整合开发状态: Discontinued
项目研究机构: Nippon Shinyaku (Originator), Schering AG (Licensee)
合成路线:Claisen condensation of diethyl carbonate with p-fluoroacetophenone (I) produced keto ester (II).This was cyclized to the pyrimidine (IV) by treatment with acetamidine hydrochloride (III) in the presence of K2CO3 in hot EtOH.Chlorination of hydroxypyrimidine (IV) by means of POCl3 furnished the 4-chloropyrimidine (V).Finally,chloride displacement in (V) with the sodium alkoxide of 5-piperidino-1-pentanol (VI) gave rise to the target pyrimidinyl ether,which was isolated as the corresponding hydrochloride salt.