【结 构 式】 |
【分子编号】23807 【品名】1-[4-[2-hydroxy-3-(5-quinolinyloxy)propyl]-1-piperazinyl]-2,2-diphenyl-1-ethanone 【CA登记号】 |
【 分 子 式 】C30H31N3O3 【 分 子 量 】481.59456 【元素组成】C 74.82% H 6.49% N 8.73% O 9.97% |
合成路线1
该中间体在本合成路线中的序号:(VIII)N-(2,2-Diphenylacetyl)piperazine (IV) was prepared by acylation of N-formylpiperazine (II) with 2,2-diphenylacetyl chloride (I), followed by acid-promoted formyl deprotection of the resulting amide (III). Condensation of 5-hydroxyquinoline (VI) with epichlorohydrin (V) in the presence of potassium tert-butoxide in DMF at 90 C provided 5-(2,3-epoxypropoxy)quinoline (VII), which was subsequently coupled with acylpiperazine (IV) in boiling isopropanol to yield (VIII). This was finally treated with fumaric acid (IX) in MeOH to furnish the title sesquifumarate salt.
【1】 Suzuki, T.; et al.; Structure-activity relationship of newly synthesiz. J Med Chem 1997, 40, 13, 2047. |
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) | 23800 | Diphenylacetyl chloride; 2,2-diphenylacetyl chloride | 1871-76-7 | C14H11ClO | 详情 | 详情 |
(II) | 23801 | 1-piperazinecarbaldehyde; N-Formylpiperazine | 7755-92-2 | C5H10N2O | 详情 | 详情 |
(III) | 23802 | 4-(2,2-diphenylacetyl)-1-piperazinecarbaldehyde | C19H20N2O2 | 详情 | 详情 | |
(IV) | 23803 | 2,2-diphenyl-1-(1-piperazinyl)-1-ethanone | C18H20N2O | 详情 | 详情 | |
(V) | 10146 | Epichlorohydrin; 2-(Chloromethyl)oxirane | 106-89-8 | C3H5ClO | 详情 | 详情 |
(VI) | 23805 | 5-quinolinol | 578-67-6 | C9H7NO | 详情 | 详情 |
(VII) | 23806 | 5-(2-oxiranylmethoxy)quinoline; 2-oxiranylmethyl 5-quinolinyl ether | C12H11NO2 | 详情 | 详情 | |
(VIII) | 23807 | 1-[4-[2-hydroxy-3-(5-quinolinyloxy)propyl]-1-piperazinyl]-2,2-diphenyl-1-ethanone | C30H31N3O3 | 详情 | 详情 | |
(IX) | 23808 | Fumaric acid; (E)-2-butenedioic acid | 110-17-8 | C4H4O4 | 详情 | 详情 |