4-[4-(2-methoxyphenyl)-1-piperazinyl]butanenitrile -Drug Synthesis Database

【结构式】

【分子编号】34790

【品名】4-[4-(2-methoxyphenyl)-1-piperazinyl]butanenitrile

【CA登记号】

【分子式】C₁₅H₂₁N₃O

【分子量】259.35136

【元素组成】C 69.47% H 8.16% N 16.2% O 6.17%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

N-(2-Methoxyphenyl)piperazine (I) was alkylated with 4-bromobutyronitrile (II) to provide the 3-cyanopropylpiperazine (III). Subsequent reduction of the cyano group of (III) using LiAlH4 produced the primary amine (IV). The title amide was then obtained by condensation of (IV) with 2-naphthoic acid (V) after activation as the corresponding acid chloride with (COCl)2 or as the mixed anhydride with isobutyl chloroformate.

参考文献中间体

合成目标

【1】 Mann, A.; Sokoloff, P.; Schwartz, J.-C.; Wermuth, C.-G.; Garrido, F.; Lecomte, J.-M. (INSERM (Institut National de la Sante et de la Recherche Medicale); Societe Civile Bioprojet); 2-Naphthamide derivs. and their therapeutic applications. EP 0779284; FR 2742149; US 5872119; US 5985895 .

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)	11882	1-(2-Methoxyphenyl)piperazine; Methyl 2-piperazinophenyl ether; 1-(2-Methoxyphenyl)-piperazine	35386-24-4	C₁₁H₁₆N₂O	详情	详情
(II)	34789	4-bromobutanenitrile	5332-06-9	C₄H₆BrN	详情	详情
(III)	34790	4-[4-(2-methoxyphenyl)-1-piperazinyl]butanenitrile		C₁₅H₂₁N₃O	详情	详情
(IV)	34791	4-[4-(2-methoxyphenyl)-1-piperazinyl]butylamine; 4-[4-(2-methoxyphenyl)-1-piperazinyl]-1-butanamine		C₁₅H₂₅N₃O	详情	详情
(V)	34792	2-naphthoic acid	93-09-4	C₁₁H₈O₂	详情	详情

Extended Information