2-[[4-(3-chloropropyl)-1-piperazinyl]methyl]quinoline -Drug Synthesis Database

【结构式】

【分子编号】41115

【品名】2-[[4-(3-chloropropyl)-1-piperazinyl]methyl]quinoline

【CA登记号】

【分子式】C₁₇H₂₂ClN₃

【分子量】303.8346

【元素组成】C 67.2% H 7.3% Cl 11.67% N 13.83%

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：(VI)

The alkylation of N-formylpiperazine (II) with 2-(chloromethyl)quinoline (I) produced the disubstituted piperazine (III). The formyl group of (III) was then cleaved by means of H2SO4 in boiling EtOH, yielding quinolylmethylpiperazine (IV). Subsequent alkylation of (IV) with 1-bromo-3-chloropropane (V) afforded the chloropropyl derivative (VI). This was finally condensed with 7-hydroxybenzothiazinone (VII) in the presence of K2CO3 and a phase-transfer catalyst to furnish the title compound.

参考文献中间体

合成目标

【1】 Tohma, T.; Onogi, K.; Zang, M.; Timmerman, H.; Wada, Y.; Tamura, M. (Kowa Co., Ltd.); Diamine derivs. and pharmaceutical containing the same. EP 0957100; WO 9902520 .

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)	13162	2-(Chloromethyl)quinoline; alpha-Chloroquinaldine	4377-41-7	C₁₀H₈ClN	详情	详情
(II)	23801	1-piperazinecarbaldehyde; N-Formylpiperazine	7755-92-2	C₅H₁₀N₂O	详情	详情
(III)	41113	4-(2-quinolinylmethyl)-1-piperazinecarbaldehyde		C₁₅H₁₇N₃O	详情	详情
(IV)	41114	2-(1-piperazinylmethyl)quinoline		C₁₄H₁₇N₃	详情	详情
(V)	10358	1-Bromo-3-chloropropane	109-70-6	C₃H₆BrCl	详情	详情
(VI)	41115	2-[[4-(3-chloropropyl)-1-piperazinyl]methyl]quinoline		C₁₇H₂₂ClN₃	详情	详情
(VII)	28290	7-hydroxy-2H-1,4-benzothiazin-3(4H)-one		C₈H₇NO₂S	详情	详情

Extended Information