【结 构 式】 |
【分子编号】14063 【品名】methyl 3-pyridinecarboximidoate 【CA登记号】 |
【 分 子 式 】C7H8N2O 【 分 子 量 】136.1534 【元素组成】C 61.75% H 5.92% N 20.57% O 11.75% |
合成路线1
该中间体在本合成路线中的序号:(II)The synthesis used for the preparation of KRN2391 is as follows: The reaction of 3-cyanopyridine (I) with alcohol (ROH) in the presence of catalytic amount of alkoxide (NaOR) gives the imidate (II). The imidate (II) is converted to the cyanoimidate (III) by treatment with cyanamide in an aqueous phosphate buffer solution. The cyanoimidate (III) is coupled without further purification with nitroxyethylamine which is pre-prepared in situ from its hydrochloride (IV) and NaOH in water to provide the cyanoamidine (V). Finally, KRN2391 is obtained by salt formation of the cyanoamidine (V) with methanesulfonic acid.
【1】 Ogawa, N.; Izawa, T.; KRN2391. Drugs Fut 1994, 19, 6, 546. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(I) | 14062 | Nicotinonitrile; 3-Cyanopyridine | 100-54-9 | C6H4N2 | 详情 | 详情 |
(II) | 14063 | methyl 3-pyridinecarboximidoate | C7H8N2O | 详情 | 详情 | |
(III) | 14064 | methyl N-cyano-3-pyridinecarboximidoate | C8H7N3O | 详情 | 详情 | |
(IV) | 14065 | N'-Cyano-N-[2-(nitrooxy)ethyl]-3-pyridinecarboximidamide | C9H9N5O3 | 详情 | 详情 |