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【结 构 式】 
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【分子编号】46254 【品名】2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide 【CA登记号】 |
【 分 子 式 】C12H11N3O4S 【 分 子 量 】293.30316 【元素组成】C 49.14% H 3.78% N 14.33% O 21.82% S 10.93% |
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：(XI)The intermediate benzyl chloride (VII) is obtained as follows: The reduction of 4-(bromomethyl)benzoic acid methyl ester (IX) with DIBAL in dichloromethane gives 4-(bromomethyl)benzyl alcohol (X), which is condensed with sulfamide (XI) (obtained by sulfonation of 2-(aminomethyl)pyridine (XII) with sulfonyl chloride (II) and TEA), by means of K2CO3 in dichloromethane, yielding the disubstituted sulfamide (XIII). Finally, the hydroxymethyl group of (XIII) is treated with MsCl and TEA in refluxing dichloromethane to afford the target benzyl chloride (VII).
| 【1】 Bogucki, D.E.; Boehringer, E.M.; Wang, Z.; Bridger, G.J.; Schols, D.; Skerlj, R.T. (AnorMED Inc.); Antiviral macrocyclic cpds.. EP 1095031; WO 0002870 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 32624 | 2-Nitrobenzenesulfonyl chloride | 1694-92-4 | C6H4ClNO4S | 详情 | 详情 |
| (VII) | 46251 | N-[4-(chloromethyl)benzyl]-2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide | C20H18ClN3O4S | 详情 | 详情 | |
| (IX) | 14565 | methyl 4-(bromomethyl)benzoate | 2417-72-3 | C9H9BrO2 | 详情 | 详情 |
| (X) | 46253 | [4-(bromomethyl)phenyl]methanol | C8H9BrO | 详情 | 详情 | |
| (XI) | 46254 | 2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide | C12H11N3O4S | 详情 | 详情 | |
| (XII) | 13582 | 2-Pyridinylmethanamine; 2-Pyridinylmethylamine; 2-(Aminomethyl)pyridine | 3731-51-9 | C6H8N2 | 详情 | 详情 |
| (XIII) | 46255 | N-[4-(hydroxymethyl)benzyl]-2-nitro-N-(2-pyridinylmethyl)benzenesulfonamide | C20H19N3O5S | 详情 | 详情 |
Extended Information