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【结 构 式】 
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【分子编号】68105 【品名】N,N-di-Boc-5-bromopyrimidin-2-amine;Imidodicarbonicacid, 2-(5-bromo-2-pyrimidinyl)-, 1,3-bis(1,1-dimethylethyl) ester;Imidodicarbonicacid, (5-bromo-2-pyrimidinyl)-, bis(1,1-dimethylethyl) ester (9CI);(5-Bromopyrimidin-2-yl)bis(tert-butoxycarbonyl)amine 【CA登记号】209959-33-1 |
【 分 子 式 】C14H20BrN3O4 【 分 子 量 】374.235 【元素组成】C 44.93% H 5.39% Br 21.35% N 11.23% O 17.10% |
合成路线1
该中间体在本合成路线中的序号：(XVII)The key intermediate (XIII) is prepared by N-protection of 5-bromopyrimidin-2-amine (XVI) with Boc2o by means of DMAP in DMF to give N,N-di-Boc-5-bromopyrimidin-2-amine (XVII), which by metalation with BuLi in THF, followed by borylation with (i-Pro)3B provides the pyrimidin-5-ylboronic acid derivative (XVIII). Hydrolysis of protected amine (XVIII) with methanolic HCl affords 2-aminopyrimidin-5-ylboronic acid (IV), which is finally cyclized with pinacol (XX) in refluxing toluene or xylene .
| 【1】 Xu, J., Lai, W., Yang, B., Gu, S. (Jiangsu ChemFuture Pharma Tech. Co., Ltd.). Synthesis method of 2-amino-5-pyridineboronic acid pinacol ester. Cn 102399235 |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIII) | 68102 | 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine | 402960-38-7 | C10H16BN3O2 | 详情 | 详情 |
| (XVI) | 34822 | 5-bromo-2-pyrimidinamine; 5-bromo-2-pyrimidinylamine | 7752-82-1 | C4H4BrN3 | 详情 | 详情 |
| (XVII) | 68105 | N,N-di-Boc-5-bromopyrimidin-2-amine;Imidodicarbonicacid, 2-(5-bromo-2-pyrimidinyl)-, 1,3-bis(1,1-dimethylethyl) ester;Imidodicarbonicacid, (5-bromo-2-pyrimidinyl)-, bis(1,1-dimethylethyl) ester (9CI);(5-Bromopyrimidin-2-yl)bis(tert-butoxycarbonyl)amine | 209959-33-1 | C14H20BrN3O4 | 详情 | 详情 |
| (XVIII) | 68106 | C14H22BN3O6 | 详情 | 详情 | ||
| (XIX) | 68107 | (2-aminopyrimidin-5-yl)boronic acid | C4H6BN3O2 | 详情 | 详情 | |
| (XX) | 68108 | 2,3-Dimethyl-2,3-butanediol;2,3-Dimethylbutane-2,3-diol;Tetramethylethylene glycol;pinacol | 76-09-5 | C6H14O2 | 详情 | 详情 |