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【结 构 式】 
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【分子编号】55002 【品名】N-methyl-N-tetrahydro-2H-pyran-4-ylamine; N-methyltetrahydro-2H-pyran-4-amine 【CA登记号】 |
【 分 子 式 】C6H13NO 【 分 子 量 】115.17536 【元素组成】C 62.57% H 11.38% N 12.16% O 13.89% |
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：(III)The reductocondensation of tetrahydropyran-4-one (I) with methylamine (II) by means of H2 over Pd/C in methanol gives 4-(methylamino)tetrahydropyran (III), which is then alkylated with 4-nitrobenzyl bromide (IV) and K2CO3 in DMF to yield the tertiary amine (V). Finally, the nitro group of (V) is educed with SnCl2 and conc. aq. HCl to afford N-(4-aminobenzyl)-N-methyl-N-(tetrahydropyran-4-yl)amine, the target intermediate (VI).
| 【1】 Hashimoto, H.; et al.; Process development of 4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]aniline dihydrochloride: A key intermediate for TAK-779, a small-molecule nonpeptide CCR5 antagonist. Org Process Res Dev 2002, 6, 1, 70. |
| 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) | 31563 | tetrahydro-4H-pyran-4-one | 29943-42-8 | C5H8O2 | 详情 | 详情 |
| (II) | 11021 | Methanamine; Methylamine | 74-89-5 | CH5N | 详情 | 详情 |
| (III) | 55002 | N-methyl-N-tetrahydro-2H-pyran-4-ylamine; N-methyltetrahydro-2H-pyran-4-amine | C6H13NO | 详情 | 详情 | |
| (IV) | 16866 | 1-(Bromomethyl)-4-nitrobenzene; para-Nitrobenzyl bromide | 100-11-8 | C7H6BrNO2 | 详情 | 详情 |
| (V) | 31565 | N-methyl-N-(4-nitrobenzyl)tetrahydro-2H-pyran-4-amine; N-methyl-N-(4-nitrobenzyl)-N-tetrahydro-2H-pyran-4-ylamine | C13H18N2O3 | 详情 | 详情 | |
| (VI) | 31566 | N-(4-aminobenzyl)-N-methyltetrahydro-2H-pyran-4-amine; N-(4-aminobenzyl)-N-methyl-N-tetrahydro-2H-pyran-4-ylamine | C13H20N2O | 详情 | 详情 |
Extended Information