1-(4-piperidinyl)-1H-indole -Drug Synthesis Database

【结构式】

【分子编号】63740

【品名】1-(4-piperidinyl)-1H-indole

【CA登记号】

【分子式】C₁₃H₁₆N₂

【分子量】200.28352

【元素组成】C 77.96% H 8.05% N 13.99%

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：(II)

Debenzylation of 1-benzyl-4-(1-indolyl)piperidine (I) with H2 and Pd(OH)2 leads to piperidine (II), which is further alkylated by 2-(bromomethyl)pyridine (III) to yield the pyridylmethyl piperidine (IV). Acylation of indole (IV) with oxalyl chloride produces the indoleglyoxylyl chloride (V). This is finally cyclized with the indolyl acetimidate (VI) in the presence of Et3N to produce the target bis-indolyl maleimide.

参考文献中间体

合成目标

【1】 Heath, W.F.H. Jr.; McDonald, J.H. III; Paal, M.; Ruther, G.; Schotten, T.; Stenzel, W. (Eli Lilly and Company); Protein kinase C inhibitors. EP 0817627; JP 1997507066; US 5545636; WO 9517182 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	63739	1-(1-benzyl-4-piperidinyl)-1H-indole	C₂₀H₂₂N₂	详情	详情
(II)	63740	1-(4-piperidinyl)-1H-indole	C₁₃H₁₆N₂	详情	详情
(III)	27437	2-(bromomethyl)pyridine	C₆H₆BrN	详情	详情
(IV)	63741	1-[1-(2-pyridinylmethyl)-4-piperidinyl]-1H-indole	C₁₉H₂₁N₃	详情	详情
(V)	63742	2-oxo-2-{1-[1-(2-pyridinylmethyl)-4-piperidinyl]-1H-indol-3-yl}acetyl chloride	C₂₁H₂₀ClN₃O₂	详情	详情
(VI)	55755	isopropyl 2-(1-methyl-1H-indol-3-yl)ethanimidoate	C₁₄H₁₈N₂O	详情	详情

Extended Information