1-(4-Chlorobenzyl)piperazine; N-(4-Chlorobenzyl)piperazine -Drug Synthesis Database

【结构式】

【分子编号】10357

【品名】1-(4-Chlorobenzyl)piperazine; N-(4-Chlorobenzyl)piperazine

【CA登记号】

【分子式】C₁₁H₁₅ClN₂

【分子量】210.70628

【元素组成】C 62.7% H 7.18% Cl 16.83% N 13.3%

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)

The total synthesis of picumast dihydrochloride has been described: The alkylation of piperazine (I) with 4-chlorobenzyl chloride (II) in ethanol gives 1-(4-chlorobenzyl)piperazine (III), which is alkylated again with 1-bromo-3-chloropropane (IV) by means of triethylamine in a suitable solvent to yield 1-(4-chlorobenzyl)-4-(3-chloropropyl)piperazine (V). Finally, this compound is condensed with 7-hydroxy-3,4-dimethylcoumarin (VI) by means of K2CO3 in refluxing butanone. Compound (VI) is obtained by cyclization of resorcinol (VII) with ethyl 2-methylacetoacetate (VIII) by means of refluxing acetic acid containing HCl.

参考文献中间体

合成目标

【1】 Witte, E.-C.; Chemical synthesis of picumast dihydrochloride. Arzneim-Forsch Drug Res 1989, 39, 10a, 1309.

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)	10355	Diethylenediamine; Piperazine	110-85-0	C₄H₁₀N₂	详情	详情
(II)	10356	1-Chloro-4-(chloromethyl)benzene; 4-Chlorobenzyl chloride	104-83-6	C₇H₆Cl₂	详情	详情
(III)	10357	1-(4-Chlorobenzyl)piperazine; N-(4-Chlorobenzyl)piperazine		C₁₁H₁₅ClN₂	详情	详情
(IV)	10358	1-Bromo-3-chloropropane	109-70-6	C₃H₆BrCl	详情	详情
(V)	10359	1-(4-Chlorobenzyl)-4-(3-chloropropyl)piperazine		C₁₄H₂₀Cl₂N₂	详情	详情
(VI)	10360	3,4-Dimethylumbelliferone; 7-Hydroxy-3,4-dimethyl-2H-chromen-2-one	2107-78-0	C₁₁H₁₀O₃	详情	详情
(VII)	10361	1,3-Dihydroxybenzene; m-Dihydroxybenzene; Resorcinol; Resorcin; 1,3-Benzenediol	108-46-3	C₆H₆O₂	详情	详情
(VIII)	10362	ethyl 2-methyl-3-oxobutanoate; ethyl 2-methylacetoacetate	609-14-3	C₇H₁₂O₃	详情	详情

Extended Information