|
【结 构 式】 
|
【分子编号】54455 【品名】tert-butyl 4-(3,4-dichloroanilino)-1-piperidinecarboxylate 【CA登记号】 |
【 分 子 式 】C16H22Cl2N2O2 【 分 子 量 】345.26836 【元素组成】C 55.66% H 6.42% Cl 20.54% N 8.11% O 9.27% |
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)The reductocondensation of N-Boc-piperidin-4-one (I) with 3,4-dichloroaniline (II) by means of NaHB(OAc)3 in dichloroethane gives the secondary amine (III), which is acylated with chloroacetyl chloride (IV) by means of K2CO3 in dichloromethane to yield the chloroacetamide (V). The reaction of (V) with 3,5-dimethylphenol (VI) by means of Cs2CO3 in acetonitrile affords the aryl ether (VII), which is finally Boc deprotected with TFA in dichloromethane to provide the title trisubstituted acetamide.
| 【1】 Pirlot, N.; Balançon, L.; Berton, O.; Genicot, C.; Lamberty, Y.; Quéré, L.; Pasau, P.; Lallemand, B.; Talaga, P.; Ryckmans, T.; First dual NK1 antagonists-serotonin reuptake inhibitors: Synthesis and SAR of a new class of potential antidepressants. Bioorg Med Chem Lett 2002, 12, 2, 261. |
| 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) | 18620 | tert-butyl 4-oxo-1-piperidinecarboxylate;BOC-Piperidone;N-(tert-Butoxycarbonyl)-4-piperidone; N-Boc-4-piperidone | 79099-07-3 | C10H17NO3 | 详情 | 详情 |
| (II) | 23629 | 3,4-dichloroaniline | 95-76-1 | C6H5Cl2N | 详情 | 详情 |
| (III) | 54455 | tert-butyl 4-(3,4-dichloroanilino)-1-piperidinecarboxylate | C16H22Cl2N2O2 | 详情 | 详情 | |
| (IV) | 11296 | 2-Chloroacetyl chloride; Chloroacetic chloride | 79-04-9 | C2H2Cl2O | 详情 | 详情 |
| (V) | 54456 | tert-butyl 4-[3,4-dichloro(2-chloroacetyl)anilino]-1-piperidinecarboxylate | C18H23Cl3N2O3 | 详情 | 详情 | |
| (VI) | 46786 | 3,5-dimethylphenol | 108-68-9 | C8H10O | 详情 | 详情 |
| (VII) | 54457 | tert-butyl 4-{3,4-dichloro[2-(3,5-dimethylphenoxy)acetyl]anilino}-1-piperidinecarboxylate | C26H32Cl2N2O4 | 详情 | 详情 |
Extended Information