2-[(1-acetyl-4-piperidinyl)amino]-3-(4-fluorobenzyl)-1-[(2-methoxyethoxy)methyl]-3H-benzimidazol-1-ium bromide -Drug Synthesis Database

【结构式】

【分子编号】61783

【品名】2-[(1-acetyl-4-piperidinyl)amino]-3-(4-fluorobenzyl)-1-[(2-methoxyethoxy)methyl]-3H-benzimidazol-1-ium bromide

【CA登记号】

【分子式】C₂₅H₃₂BrFN₄O₃

【分子量】535.4566432

【元素组成】C 56.08% H 6.02% Br 14.92% F 3.55% N 10.46% O 8.96%

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：(V)

The condensation of 2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole (I) with 2-methoxyethoxymethyl bromide (II) in toluene gives the benzimidazolium bromide (III), which is condensed with 1-acetyl-4-aminopiperidine (IV) in hot toluene to yield the adduct (V). Finally, this compound is treated first with BBr3 in dichloromethane and then with HBr or HCl at 110 C to provide the target Norastemizole.

参考文献中间体

合成目标

【1】 Hong, Y.; Senanayake, C.H.; Bakale, R.P. (Sepracor Inc.); Methods for synthesizing 2-substd. imidazoles. EP 0977740; JP 2001520658; US 5817823; WO 9846571 .

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)	12043	1-(4-Fluorobenzyl-2-chlorobenzimidazol; 2-Chloro-1-(4-fluorobenzyl)-1H-benzimidazole; 1-(4-Fluorobenzyl)-2-chlorobenzimidazole	84946-20-3	C₁₄H₁₀ClFN₂	详情	详情
(II)	61780	1-(bromomethoxy)-2-methoxyethane; 2-(bromomethoxy)ethyl methyl ether		C₄H₉BrO₂	详情	详情
(III)	61781	2-chloro-3-(4-fluorobenzyl)-1-[(2-methoxyethoxy)methyl]-3H-benzimidazol-1-ium bromide		C₁₈H₁₉BrClFN₂O₂	详情	详情
(IV)	61782	1-(4-amino-1-piperidinyl)-1-ethanone		C₇H₁₄N₂O	详情	详情
(V)	61783	2-[(1-acetyl-4-piperidinyl)amino]-3-(4-fluorobenzyl)-1-[(2-methoxyethoxy)methyl]-3H-benzimidazol-1-ium bromide		C₂₅H₃₂BrFN₄O₃	详情	详情

Extended Information