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【结 构 式】 
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【分子编号】37222 【品名】(2-isopropoxyphenyl)methanamine; 2-isopropoxybenzylamine 【CA登记号】 |
【 分 子 式 】C10H15NO 【 分 子 量 】165.23524 【元素组成】C 72.69% H 9.15% N 8.48% O 9.68% |
合成路线1
该中间体在本合成路线中的序号：(II)The condensation of 1,6-naphthyridine-2-carboxylic acid (I) with 2-isopropoxybenzylamine (II) by means of EDC and HOBT in DMF yields the target compound.
| 【1】 May, S.; Stefanac, T.; Jin, H.; Wang, W.; Yuen, L.; Falardeau, G.; Lavallee, J.-F.; Bedard, J.; Chan, L.; Discovery of 1,6-naphthyridines as a novel class of potent and selective human cytomegalovirus inhibitors. J Med Chem 1999, 42, 16, 3023. |
合成路线2
该中间体在本合成路线中的序号：(III)The bromination of 1,6-naphthyridine-2-carboxylic acid (I) with Br2 in acetic acid gives the 8-bromo derivative (II), which is condensed with 2-isopropoxybenzylamine (III) by means of EDC and HOBT in DMF yielding the corresponding amide (IV). Finally, this compound is vinylated with CH2 = CH-SnBu3 and PdCl2(PPh3)2 in DMF.
| 【1】 May, S.; Stefanac, T.; Jin, H.; Wang, W.; Yuen, L.; Falardeau, G.; Lavallee, J.-F.; Bedard, J.; Chan, L.; Discovery of 1,6-naphthyridines as a novel class of potent and selective human cytomegalovirus inhibitors. J Med Chem 1999, 42, 16, 3023. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 24920 | tributyl(vinyl)stannane；Tributylvinylstannane;Vinyltributylstannane | 7486-35-3 | C14H30Sn | 详情 | 详情 | |
| (I) | 37221 | [1,6]naphthyridine-2-carboxylic acid | C9H6N2O2 | 详情 | 详情 | |
| (II) | 37223 | 8-bromo[1,6]naphthyridine-2-carboxylic acid | C9H5BrN2O2 | 详情 | 详情 | |
| (III) | 37222 | (2-isopropoxyphenyl)methanamine; 2-isopropoxybenzylamine | C10H15NO | 详情 | 详情 | |
| (IV) | 37224 | 8-bromo-N-(2-isopropoxybenzyl)[1,6]naphthyridine-2-carboxamide | C19H18BrN3O2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(III)The bromination of 1,6-naphthyridine-2-carboxylic acid (I) with Br2 in acetic acid gives the 8-bromo derivative (II), which is condensed with 2-isopropoxybenzylamine (III) by means of EDC and HOBT in DMF yielding the corresponding amide (IV). Finally, this compound is methylated with Sn(CH3)4 and PdCl2(PPh3)2 in DMF.
| 【1】 May, S.; Stefanac, T.; Jin, H.; Wang, W.; Yuen, L.; Falardeau, G.; Lavallee, J.-F.; Bedard, J.; Chan, L.; Discovery of 1,6-naphthyridines as a novel class of potent and selective human cytomegalovirus inhibitors. J Med Chem 1999, 42, 16, 3023. |
| 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) | 37221 | [1,6]naphthyridine-2-carboxylic acid | C9H6N2O2 | 详情 | 详情 | |
| (II) | 37223 | 8-bromo[1,6]naphthyridine-2-carboxylic acid | C9H5BrN2O2 | 详情 | 详情 | |
| (III) | 37222 | (2-isopropoxyphenyl)methanamine; 2-isopropoxybenzylamine | C10H15NO | 详情 | 详情 | |
| (IV) | 37224 | 8-bromo-N-(2-isopropoxybenzyl)[1,6]naphthyridine-2-carboxamide | C19H18BrN3O2 | 详情 | 详情 |