【结 构 式】 |
【分子编号】49142 【品名】N-(1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridin-10-yl)acetamide 【CA登记号】 |
【 分 子 式 】C14H15N3O 【 分 子 量 】241.29272 【元素组成】C 69.69% H 6.27% N 17.41% O 6.63% |
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:(V)The benzonaphthyridine system (III) was prepared by condensation of 1-Boc-4-piperidone (I) with 2-aminobenzonitrile (II) in the presence of ZnCl2. After acetylation of the 10-amino group of (III) with Ac2O in pyridine to afford (IV), the N-Boc protecting group was removed by treatment with HCl in dioxan-methanol, yielding 10-acetylamino-1,2,3,4-tetrahydrobenzo[b][1,6]-naphthyridine (V). The tricyclic amine (V) was then alkylated with the chiral sulfonate (VI), and the target compound was finally converted to the corresponding fumarate salt.
【1】 Honda, M.; Sato, Y.; Oka, H.; Iida, M. (Nippon Kayaku Co., Ltd.); Novel naphthyridine derivs. or salts thereof. EP 0997462; JP 2000038386; US 6294547; WO 9900388 . |
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) | 18620 | tert-butyl 4-oxo-1-piperidinecarboxylate;BOC-Piperidone;N-(tert-Butoxycarbonyl)-4-piperidone; N-Boc-4-piperidone | 79099-07-3 | C10H17NO3 | 详情 | 详情 |
(II) | 19493 | 2-aminobenzonitrile | 1885-29-6 | C7H6N2 | 详情 | 详情 |
(III) | 49140 | tert-butyl 10-amino-3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate | C17H21N3O2 | 详情 | 详情 | |
(IV) | 49141 | tert-butyl 10-(acetamido)-3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate | C19H23N3O3 | 详情 | 详情 | |
(V) | 49142 | N-(1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridin-10-yl)acetamide | C14H15N3O | 详情 | 详情 | |
(VI) | 49143 | (3S)-4-[benzoyl(methyl)amino]-3-(3,4-dichlorophenyl)butyl benzenesulfonate | C24H23Cl2NO4S | 详情 | 详情 |
Extended Information