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【结 构 式】

【分子编号】19887

【品名】N-[2-[2-[(3,4-dimethoxyphenethyl)(methyl)amino]ethoxy]-5-[(methylsulfonyl)amino]phenyl]acetamide

【CA登记号】

【 分 子 式 】C22H31N3O6S

【 分 子 量 】465.57076

【元素组成】C 56.76% H 6.71% N 9.03% O 20.62% S 6.89%

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:(VII)

Alkylation of phenol (I) with 1,2-dibromoethane (II) in the presence of K2CO3 in DMF yielded bromoethyl ether (III), which was further, condensed with amine (IV) to afford tertiary amine (V). The nitro group of (V) was then reduced by either catalytic hydrogenation in the presence of Pd/C or by treatment with SnCl2 in aqueous HCl, and the resulting aniline (VI) was condensed with methanesulfonyl chloride in pyridine to give sulfonamide (VII). Finally, acid hydrolysis of the acetamido group provided the title compound.

1 Kim, D.-I.; Kim, H.Y.; Kwon, L.S.; Park, S.D.; Jeon, G.H.; Jung, K.Y.; Min, J.K.; Nam, W.H.; Lee, K.; Chung, Y.S.; Tanabe, S.; Kozono, T.; Synthesis and biological activity of KCB-328 and its analogues: Novel class III antiarrhythmic agents with little reverse frequency dependence. Bioorg Med Chem Lett 1999, 9, 1, 85.
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) 19881 N-(2-hydroxy-5-nitrophenyl)acetamide C8H8N2O4 详情 详情
(II) 10252 1,2-Dibromoethane; Ethylene dibromide 106-93-4 C2H4Br2 详情 详情
(III) 18938 2-(3,4-dimethoxyphenyl)-N-methyl-1-ethanamine; N-(3,4-dimethoxyphenethyl)-N-methylamine 3490-06-0 C11H17NO2 详情 详情
(III) 19883 N-[2-(2-bromoethoxy)-5-nitrophenyl]acetamide C10H11BrN2O4 详情 详情
(V) 19885 N-(2-[2-[(3,4-dimethoxyphenethyl)(methyl)amino]ethoxy]-5-nitrophenyl)acetamide C21H27N3O6 详情 详情
(VI) 19886 N-(5-amino-2-[2-[(3,4-dimethoxyphenethyl)(methyl)amino]ethoxy]phenyl)acetamide C21H29N3O4 详情 详情
(VII) 19887 N-[2-[2-[(3,4-dimethoxyphenethyl)(methyl)amino]ethoxy]-5-[(methylsulfonyl)amino]phenyl]acetamide C22H31N3O6S 详情 详情
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