【结 构 式】 |
【分子编号】56503 【品名】4-chloro-3-methoxypyridine; 4-chloro-3-pyridinyl methyl ether 【CA登记号】 |
【 分 子 式 】C6H6ClNO 【 分 子 量 】143.57248 【元素组成】C 50.19% H 4.21% Cl 24.69% N 9.76% O 11.14% |
合成路线1
该中间体在本合成路线中的序号:(XVI)A related method for the preparation of the intermediate 3,4-dimethoxy-2-(hydroxymethyl)pyridine (XII) has been disclosed. 3-Methoxypyridine (XV) was chlorinated to (XVI) by refluxing in SOCl2. Radical carboxylation of pyridine (XVI) was carried out by reaction with ethyl pyruvate in the presence of hydrogen peroxide and iron(II) sulfate. The resultant ethyl 4-chloro-3-methoxypicolinate (XVII) was then converted to the dimethoxypicolinate (XVIII) by treatment with sodium methoxide. Then, ester group reduction in (XVIII) by means of DIBAL provided the target hydroxymethyl pyridine (XII).
【1】 Chen, L.; Zoghbi, M. (PDi-Research Laboratories, Inc. ); Synthesis of pharmaceutically useful pyridine derivs.. WO 9850361 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XII) | 56501 | (3,4-dimethoxy-2-pyridinyl)methanol | C8H11NO3 | 详情 | 详情 | |
(XV) | 56502 | 3-Methoxypyridine | 7295-76-3 | C6H7NO | 详情 | 详情 |
(XVI) | 56503 | 4-chloro-3-methoxypyridine; 4-chloro-3-pyridinyl methyl ether | C6H6ClNO | 详情 | 详情 | |
(XVII) | 56504 | ethyl 4-chloro-3-methoxy-2-pyridinecarboxylate | C9H10ClNO3 | 详情 | 详情 | |
(XVIII) | 14039 | methyl 3,4-dimethoxy-2-pyridinecarboxylate | C9H11NO4 | 详情 | 详情 |