4-((E)-3-[[2-(3-[[(3-bromo-2-methylimidazo[1,2-a]pyridin-8-yl)oxy]methyl]-2,4-dichloromethylanilino)-2-oxoethyl]amino]-3-oxo-1-propenyl)-N,N-dimethylbenzamide -Drug Synthesis Database

【结构式】

【分子编号】25123

【品名】4-((E)-3-[[2-(3-[[(3-bromo-2-methylimidazo[1,2-a]pyridin-8-yl)oxy]methyl]-2,4-dichloromethylanilino)-2-oxoethyl]amino]-3-oxo-1-propenyl)-N,N-dimethylbenzamide

【CA登记号】

【分子式】C₃₀H₂₈BrCl₂N₅O₄

【分子量】673.39302

【元素组成】C 53.51% H 4.19% Br 11.87% Cl 10.53% N 10.4% O 9.5%

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)

Knoevenagel condensation of aldehyde (I) with malonic acid (II) provided substituted cinnamic acid (III). This was condensed with amino compound (IV) in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide.HCl (EDC) and 1-hydroxy-benzotriazole (HOBt) to give amide (V), which was then converted to the hydrochloride salt by reaction with methanolic HCl.

参考文献中间体

合成目标

【1】 Abe, Y.; Kayakiri, H.; Satoh, S.; Inoue, T.; Sawada, Y.; Inamura, N.; Asano, M.; Hatori, C.; Sawai, H.; Oku, T.; Tanaka, H.; A novel class of orally active non-peptide bradykinin B2 receptor antagonists. 2. Overcoming the species difference between guinea pig and man. J Med Chem 1998, 41, 21, 4053.

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)	25120	4-formyl-N,N-dimethylbenzamide		C₁₀H₁₁NO₂	详情	详情
(II)	12963	Malonic acid	141-82-2	C₃H₄O₄	详情	详情
(III)	25121	(E)-3-[4-[(dimethylamino)carbonyl]phenyl]-2-propenoic acid		C₁₂H₁₃NO₃	详情	详情
(IV)	25122	2-amino-N-(3-[[(3-bromo-2-methylimidazo[1,2-a]pyridin-8-yl)oxy]methyl]-2,4-dichlorophenyl)-N-methylacetamide		C₁₈H₁₇BrCl₂N₄O₂	详情	详情
(V)	25123	4-((E)-3-[[2-(3-[[(3-bromo-2-methylimidazo[1,2-a]pyridin-8-yl)oxy]methyl]-2,4-dichloromethylanilino)-2-oxoethyl]amino]-3-oxo-1-propenyl)-N,N-dimethylbenzamide		C₃₀H₂₈BrCl₂N₅O₄	详情	详情

Extended Information