|
【结 构 式】 
|
【分子编号】32214 【品名】methyl 6-methoxy-1H-1,2,3-benzotriazole-5-carboxylate 【CA登记号】 |
【 分 子 式 】C9H9N3O3 【 分 子 量 】207.18888 【元素组成】C 52.17% H 4.38% N 20.28% O 23.17% |
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：(IV)The nitration of methyl 2-methoxy-4-aminobenzoate (I) with nitric acid in acetic acid-acetic anhydride, followed by hydrolysis with methanolic H2SO4 gives methyl 2-methoxy-4-amino-5-nitrobenzoate (II), which is reduced with H2 over Raney-Ni in methanol to yield methyl-2-methoxy-4,5-diaminohenzoate (III). The cyclization of (III) with NaNO2 in aqueous HCl affords methyl 6-methoxybenzotriazole-5-carboxylate (IV), which is finally condensed with 1-allylpyrrolidin-2-ylmethylamine (V) in refluxing toluene.
| 【1】 Leeson, P.A.; Serradell, M.N.; Castaner, J.; Blancafort, P.; Mealy, N.E.; Alizapride. Drugs Fut 1981, 6, 1, 11. |
| 【2】 Bulteau, G.; Acher, J.; Collignon, C.; Monier, J.-C. (Societe d'Etudes Scientifiques et Industrielles de L'Ile de France); N-(1'-allypyrrolidinyl-2'-methyl)-2-methoxy-4,5-azimido benzamide and its pharmaceutically acceptable salts. US 4039672 . |
| 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) | 12416 | methyl 4-amino-2-methoxybenzoate | 27492-84-8 | C9H11NO3 | 详情 | 详情 |
| (II) | 32212 | methyl 4-amino-2-methoxy-5-nitrobenzoate | C9H10N2O5 | 详情 | 详情 | |
| (III) | 32213 | methyl 4,5-diamino-2-methoxybenzoate | C9H12N2O3 | 详情 | 详情 | |
| (IV) | 32214 | methyl 6-methoxy-1H-1,2,3-benzotriazole-5-carboxylate | C9H9N3O3 | 详情 | 详情 | |
| (V) | 32211 | (1-allyl-2-pyrrolidinyl)methanamine; (1-allyl-2-pyrrolidinyl)methylamine | 66411-51-6 | C8H16N2 | 详情 | 详情 |
Extended Information