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【结 构 式】 
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【分子编号】18937 【品名】3-chloro-N-(3,4-dimethoxyphenyl)propanamide 【CA登记号】 |
【 分 子 式 】C11H14ClNO3 【 分 子 量 】243.6898 【元素组成】C 54.22% H 5.79% Cl 14.55% N 5.75% O 19.7% |
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)3-Chloropropionyl chloride (II) was condensed with 4-aminoveratrole (I) in the presence of triethylamine to give the chloropropionamide (III). Further alkylation of N-methyl-2-(3,4-dimethoxyphenyl)ethylamine (IV) with (III) in refluxing acetonitrile afforded the aminopropionamide (V), which was subsequently reduced to diamine (VI) with LiAlH4 in boiling THF. Finally, acylation of (VI) with 4-nitrobenzoyl chloride (VII) gave the target amide.
| 【1】 Nadler, G.; Faivre, J.F.; Forest, M.C.; Cheval, B.; Martin, M.; Souchet, M.; Gout, B.; Bril, A.; Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties. Bioorg Med Chem 1998, 6, 11, 1993. |
| 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) | 18935 | 3,4-dimethoxyphenylamine; 3,4-dimethoxyaniline | 6315-89-5 | C8H11NO2 | 详情 | 详情 |
| (II) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (III) | 18937 | 3-chloro-N-(3,4-dimethoxyphenyl)propanamide | C11H14ClNO3 | 详情 | 详情 | |
| (IV) | 18938 | 2-(3,4-dimethoxyphenyl)-N-methyl-1-ethanamine; N-(3,4-dimethoxyphenethyl)-N-methylamine | 3490-06-0 | C11H17NO2 | 详情 | 详情 |
| (V) | 18939 | 3-[(3,4-dimethoxyphenethyl)(methyl)amino]-N-(3,4-dimethoxyphenyl)propanamide | C22H30N2O5 | 详情 | 详情 | |
| (VI) | 18940 | N(1)-(3,4-dimethoxyphenethyl)-N(3)-(3,4-dimethoxyphenyl)-N(1)-methyl-1,3-propanediamine; N-[3-(3,4-dimethoxyanilino)propyl]-N-(3,4-dimethoxyphenethyl)-N-methylamine | C22H32N2O4 | 详情 | 详情 | |
| (VII) | 18941 | p-nitrobenzoyl chloride; 4-nitrobenzoyl chloride | 122-04-3 | C7H4ClNO3 | 详情 | 详情 |
Extended Information