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【结 构 式】 
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【分子编号】62962 【品名】N-[3-(3-bromopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-methylacetamide 【CA登记号】 |
【 分 子 式 】C15H13BrN4O 【 分 子 量 】345.19858 【元素组成】C 52.19% H 3.8% Br 23.15% N 16.23% O 4.63% |
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：(XIII)Bromination of 5-aminopyrazole (XI) with Br2 in AcOH gives 4-bromo-5-aminopyrazole (XII), which is cyclized with N-[3-[3-(dimethylamino)-2-propenoyl]phen-yl]-N-methylacetamide (X) in AcOH to yield the 3-bromo-pyrazolo[1,5-a]pyrimidine derivative (XIII). Finally, this compound can be condensed with either 2-thienylcarbonyl chloride (XIV) by means of Zn or Mg or with 2-thienylboronic acid (XV) and CO by means of a Pd(0) catalyst.
| 【1】 Sorbera, L.A.; Castaner, J.; Martin, L.; Indiplon. Drugs Fut 2003, 28, 8, 739. |
| 【2】 Wilcoxen, K.M.; Gross, R.S. (Neurocrine Biosciences Inc.); Synthesis of substd. pyrazolopyrimidines. WO 0110868 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (X) | 59947 | N-{3-[(E)-3-(dimethylamino)-2-propenoyl]phenyl}-N-methylacetamide | C14H18N2O2 | 详情 | 详情 | |
| (XI) | 56012 | 1H-pyrazol-5-amine; 1H-pyrazol-5-ylamine | 916420-28-5 | C3H5N3 | 详情 | 详情 |
| (XII) | 62961 | 4-bromo-1H-pyrazol-5-ylamine; 4-bromo-1H-pyrazol-5-amine | C3H4BrN3 | 详情 | 详情 | |
| (XIII) | 62962 | N-[3-(3-bromopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-methylacetamide | C15H13BrN4O | 详情 | 详情 | |
| (XIV) | 14103 | 2-Thiophenecarbonyl chloride | 5271-67-0 | C5H3ClOS | 详情 | 详情 |
| (XV) | 62963 | 2-thiophenylboronic acid | C4H5BO2S | 详情 | 详情 |
Extended Information