【结 构 式】 |
【分子编号】28220 【品名】5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one 【CA登记号】 |
【 分 子 式 】C12H15N3O2 【 分 子 量 】233.27012 【元素组成】C 61.79% H 6.48% N 18.01% O 13.72% |
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)Reaction of 2-ethyloxazoline (A) with phenol (B) affords the propionamide (I). Treatment of (I) with phosgene yields the imino chloride (II), which is reacted with methylcarbazate to provide the amidrazone (III). Cyclodehydration of (III) gives the triazolone (IV). Alkylation of (IV) with 1-(3-chlorophenyl)-4-(3-chloropropyl) piperazine affords nefazodone, which is isolated as the hydrochloride salt.
【1】 Fathi, N.H.; et al.; J Heterocycl Chem 1985, 22, 10, 1121. |
【2】 Eison, M.S.; Smith, D.W.; Madding, G.D.; Taylor, D.P.; Nefazodone Hydochloride. Drugs Fut 1987, 12, 8, 758. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(B) | 23540 | Phenol | 108-95-2 | C6H6O | 详情 | 详情 |
(A) | 28216 | 2-ethyl-4,5-dihydro-1,3-oxazole | 10431-98-8 | C5H9NO | 详情 | 详情 |
(I) | 28217 | N-(2-phenoxyethyl)propanamide | C11H15NO2 | 详情 | 详情 | |
(II) | 28218 | N-(2-phenoxyethyl)propanimidoyl chloride | C11H14ClNO | 详情 | 详情 | |
(III) | 28219 | methyl 2-[(Z)-1-[(2-phenoxyethyl)amino]propylidene]-1-hydrazinecarboxylate | C13H19N3O3 | 详情 | 详情 | |
(IV) | 28220 | 5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one | C12H15N3O2 | 详情 | 详情 | |
(V) | 28221 | 1-(3-chlorophenyl)-4-(3-chloropropyl)piperazine | 39577-43-0 | C13H18Cl2N2 | 详情 | 详情 |
(C) | 12556 | methyl 1-hydrazinecarboxylate; methyl carbazate | 6294-89-9 | C2H6N2O2 | 详情 | 详情 |
Extended Information