|
【结 构 式】 
|
【分子编号】45195 【品名】2-(chloromethyl)-3-methoxy-4-pyridinyl methyl ether; 2-(chloromethyl)-3,4-dimethoxypyridine 【CA登记号】 |
【 分 子 式 】C8H10ClNO2 【 分 子 量 】187.62564 【元素组成】C 51.21% H 5.37% Cl 18.9% N 7.47% O 17.05% |
合成路线1
该中间体在本合成路线中的序号：(IV)Using [14C]-labeled (IV) in the preceding synthesis, pantoprazole labeled in the methylene was obtained. Intermediate (IV) labeled in the methylene attached to the pyridine ring can be prepared as follows: The reaction of 2-bromo-3,4-dimethoxypyridine (V) with [14C]-labeled CuCN gives 3,4-dimethoxypyridine-2-carbonitrile (VI), which is hydrolyzed with NaOH and methylated with diazomethane to the methyl ester (VII). Finally, this compound is reduced with LiAlH4 to the corresponding alcohol and treated with SOCl2 to give the chloromethylpyridine (IV*) with the [14C] label. Then this compound is condensed with benzimidazole (III) as usual.
| 【1】 Saunders, D.; Lawrie, K.W.M.; Crowe, A.M.; Johnston, C.E.A.; The synthesis of [14C]pantoprazole - SK&F 96022Z - An H+/K+ ATP inhibitor. J Label Compd Radiopharm 1992, 31, 5, 409. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 14035 | 2-(Chloromethyl)-3,4-dimethoxypyridine; 2-(Chloromethyl)-3-methoxy-4-pyridinyl methyl ether | 72830-09-2 | C8H10ClNO2 | 详情 | 详情 |
| (IV) | 45195 | 2-(chloromethyl)-3-methoxy-4-pyridinyl methyl ether; 2-(chloromethyl)-3,4-dimethoxypyridine | C8H10ClNO2 | 详情 | 详情 | |
| (V) | 14037 | 2-Bromo-3-methoxy-4-pyridinyl methyl ether; 2-Bromo-3,4-dimethoxypyridine | C7H8BrNO2 | 详情 | 详情 | |
| (VI) | 14038 | 3,4-Dimethoxy-2-pyridinecarbonitrile | C8H8N2O2 | 详情 | 详情 | |
| (VI) | 45193 | 3,4-dimethoxy-2-pyridinecarbonitrile | C8H8N2O2 | 详情 | 详情 | |
| (VII) | 14039 | methyl 3,4-dimethoxy-2-pyridinecarboxylate | C9H11NO4 | 详情 | 详情 | |
| (VII) | 45194 | methyl 3,4-dimethoxy-2-pyridinecarboxylate | C9H11NO4 | 详情 | 详情 |