• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【药物名称】Enecadin hydrochloride, NS-7

【化学名称】4-(4-Fluorophenyl)-2-methyl-6-[5-(1-piperidinyl)pentyloxy]pyrimidine hydrochloride

【CA登记号】178429-67-9, 259525-01-4 (free base)

【 分 子 式 】C21H29ClFN3O

【 分 子 量 】393.93618

【开发单位】Nippon Shinyaku (Originator), Schering AG (Licensee)

【药理作用】Cerebrovascular Diseases, Treatment of, NEUROLOGIC DRUGS, Stroke, Treatment of, Calcium Channel Blockers, Nitric Oxide Synthase Inhibitors, Sodium Channel Blockers

合成路线1

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.

1 Chokai, S.; Ukai, Y.; Aoki, T.; Ideguchi, K. (Nippon Shinyaku Co., Ltd.); Heterocyclic deriv. and medicine. EP 0781766; JP 2000136184; US 6191149; WO 9607641 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 37684 1-(4-fluorophenyl)-1-ethanone 403-42-9 C8H7FO 详情 详情
(II) 54647 ethyl 3-(4-fluorophenyl)-3-oxopropanoate C11H11FO3 详情 详情
(III) 15866 ethanimidamide C2H6N2 详情 详情
(IV) 54648 6-(4-fluorophenyl)-2-methyl-4-pyrimidinol C11H9FN2O 详情 详情
(V) 54649 4-chloro-6-(4-fluorophenyl)-2-methylpyrimidine C11H8ClFN2 详情 详情
(VI) 54650 5-(1-piperidinyl)-1-pentanol C10H21NO 详情 详情
Extended Information