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【结 构 式】

【分子编号】35470

【品名】6,7,8,9-tetrahydropyrido[3',2':4,5]imidazo[1,2-a]pyridin-6-yl acetate

【CA登记号】

【 分 子 式 】C12H13N3O2

【 分 子 量 】231.25424

【元素组成】C 62.33% H 5.67% N 18.17% O 13.84%

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)

The reaction of 2-chloro-3-nitropyridine (I) with piperidine (II) in dichloromethane gives 3-nitro-2-(1-piperidinyl)pyridine (III), which is cyclized by means of anhydrous ZnCl2 in refluxing acetic acid yielding the acetoxy dipyridoimidazole (IV). The deacetylation of (IV) with NaOH in methanol affords the alcohol (V), which is oxidized with oxalyl chloride and DMSO in dichloromethane to give the ketone (VI). The bromination of (VI) with Br2 in hot aqueous HBr yields the alpha-bromoketone (VII), which is finally cyclized with N,N-dimethylthiourea (VIII) in refluxing ethanol.

1 Chang, M.S.; Chung, K.J.; Park, S.H.; Kim, Y.H.; Kim, K.B.; Choi, W.S.; Kim, S.G.; Lee, J.M.; Seo, K.H.; Yoo, H.Y.; Paek, J.H.; Kang, D.P. (Yung-Jin Pharmaceutical Co., Ltd.); Benz- or pyrido-imidazole derivs.. WO 9703077 .
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) 10321 2-Chloro-3-nitropyridine 5470-18-8 C5H3ClN2O2 详情 详情
(II) 10158 Piperidine 110-89-4 C5H11N 详情 详情
(III) 35469 3-nitro-2-(1-piperidinyl)pyridine C10H13N3O2 详情 详情
(IV) 35470 6,7,8,9-tetrahydropyrido[3',2':4,5]imidazo[1,2-a]pyridin-6-yl acetate C12H13N3O2 详情 详情
(V) 35471 6,7,8,9-tetrahydropyrido[3',2':4,5]imidazo[1,2-a]pyridin-6-ol C10H11N3O 详情 详情
(VI) 35472 8,9-dihydropyrido[3',2':4,5]imidazo[1,2-a]pyridin-6(7H)-one C10H9N3O 详情 详情
(VII) 35473 7-bromo-8,9-dihydropyrido[3',2':4,5]imidazo[1,2-a]pyridin-6(7H)-one C10H8BrN3O 详情 详情
(VIII) 35474 N,N-dimethylthiourea C3H8N2S 详情 详情
Extended Information