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【结 构 式】 
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【分子编号】55870 【品名】N-(1-benzyl-4-piperidinylidene)-N-phenethylamine; N-(1-benzyl-4-piperidinylidene)-2-phenyl-1-ethanamine 【CA登记号】 |
【 分 子 式 】C20H24N2 【 分 子 量 】292.42404 【元素组成】C 82.15% H 8.27% N 9.58% |
合成路线1
该中间体在本合成路线中的序号：(III)Condensation of N-benzyl-4-piperidinone (I) with phenethylamine (II) produced the corresponding imine (III), which was subsequently reduced to amine (IV) using NaBH4. Schweiler-Clarke methylation of the secondary amine (IV) in the presence of formaldehyde and formic acid gave (V). The N-benzyl protecting group of (V) was then removed by catalytic hydrogenation, yielding piperidine (VI). This was finally coupled with 3,5-dimethyl-4-propionamidobenzoic acid (VII) by means of diethyl cyanophosphate to produce the target compound, which was isolated as the hydrochloride salt.
| 【1】 Fujioka, T.; Teramoto, S.; Tanaka, M.; Shimizu, H.; Tabusa, F.; Tominaga, M. (Otsuka Pharmaceutical Co., Ltd.); Peripheral vasodilating agent containing N-acylated 4-amino piperidine derivs. as active ingredients. EP 0650476; JP 1994340627; US 5656642; US 5760058; US 6136826; WO 9422826 . |
| 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) | 15720 | 1-benzyltetrahydro-4(1H)-pyridinone; 1-Benzyl-4-piperidone; N-Benzyl-4-piperidone; 1-(benzyl)-4-piperidinone; 1-benzylpiperidin-4-one; 1-(benzyl)piperidin-4-one | 3612-20-2 | C12H15NO | 详情 | 详情 |
| (II) | 18333 | Phenethylamine; 2-Phenyl-1-ethanamine | 64-04-0 | C8H11N | 详情 | 详情 |
| (III) | 55870 | N-(1-benzyl-4-piperidinylidene)-N-phenethylamine; N-(1-benzyl-4-piperidinylidene)-2-phenyl-1-ethanamine | C20H24N2 | 详情 | 详情 | |
| (IV) | 55871 | N-(1-benzyl-4-piperidinyl)-N-phenethylamine; 1-benzyl-N-phenethyl-4-piperidinamine | C20H26N2 | 详情 | 详情 | |
| (V) | 55872 | N-(1-benzyl-4-piperidinyl)-N-methyl-N-phenethylamine; 1-benzyl-N-methyl-N-phenethyl-4-piperidinamine | C21H28N2 | 详情 | 详情 | |
| (VI) | 55873 | N-methyl-N-phenethyl-N-(4-piperidinyl)amine; N-methyl-N-phenethyl-4-piperidinamine | C14H22N2 | 详情 | 详情 | |
| (VII) | 55874 | 3,5-dimethyl-4-(propionylamino)benzoic acid | C12H15NO3 | 详情 | 详情 |