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【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