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【结 构 式】

【分子编号】65051

【品名】N-[(E)-(4-chlorophenyl)methylidene]-2-(3,4-dimethoxyphenyl)-1-ethanamine; N-[(E)-(4-chlorophenyl)methylidene]-N-(3,4-dimethoxyphenethyl)amine

【CA登记号】

【 分 子 式 】C17H18ClNO2

【 分 子 量 】303.78816

【元素组成】C 67.21% H 5.97% Cl 11.67% N 4.61% O 10.53%

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)

Condensation between 2-(3,4-dimethoxyphenyl)ethylamine (I) and 4-chlorobenzaldehyde (II) in refluxing toluene affords imine (III). Then, Pictet-Spengler cyclization of imine (III) in the presence of trifluoroacetic acid leads to the tetrahydroisoquinoline (IV). This is further acylated in boiling acetic anhydride to produce the target acetamide.

1 Gitto, A.; Barreca, M.L.; De Luca, L.; De Sarro, G.; Ferreri, G.; Quartarone, S.; Russo, E.; Constanti, A.; Chimirri, A.; Discovery of a novel and highly potent noncompetitive AMPA receptor antagonist. J Med Chem 2003, 46, 1, 197.
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) 10098 2-(3,4-Dimethoxyphenyl)-1-ethanamine; 3,4-Dimethoxyphenethylamine; 2-(3,4-Dimethoxyphenyl)ethylamine 120-20-7 C10H15NO2 详情 详情
(II) 29029 4-chlorobenzaldehyde 104-88-1 C7H5ClO 详情 详情
(III) 65051 N-[(E)-(4-chlorophenyl)methylidene]-2-(3,4-dimethoxyphenyl)-1-ethanamine; N-[(E)-(4-chlorophenyl)methylidene]-N-(3,4-dimethoxyphenethyl)amine C17H18ClNO2 详情 详情
(IV) 65052 1-(4-chlorophenyl)-6-methoxy-1,2,3,4-tetrahydro-7-isoquinolinyl methyl ether; 1-(4-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline C17H18ClNO2 详情 详情
Extended Information