tert-butyl 10-amino-3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】49140

【品名】tert-butyl 10-amino-3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxylate

【CA登记号】

【分子式】C₁₇H₂₁N₃O₂

【分子量】299.37276

【元素组成】C 68.2% H 7.07% N 14.04% O 10.69%

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：(III)

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.

参考文献中间体

合成目标

【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