N-[4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-yl]acetamide -Drug Synthesis Database

【结构式】

【分子编号】36164

【品名】N-[4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-yl]acetamide

【CA登记号】

【分子式】C₁₉H₂₆N₂O₅

【分子量】362.42592

【元素组成】C 62.97% H 7.23% N 7.73% O 22.07%

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 condensation of 5-acetamido-4,7-dimethoxy-6-hydroxybenzofuran (I) with N-(2-chloroethyl)piperidine (II) by means of K2CO3 in refluxing acetone gives 5-acetamido-4,7-dimethoxy-6-[2-(N-piperidino)ethoxy]benzofuran (III), which is hydrolyzed with refluxing 2N HCl yielding 5-amino-4,7-dimethoxy-6-[2-(N-piperidino)ethoxy]benzofuran (IV). Finally, this compound is treated with methyl isocyanate (V) in hot toluene.

参考文献中间体

合成目标

【1】 Bourgery, G.; Lacour, A.; Pourrias, B.; Bregeon, G.C. (Laboratoires Delalande); Novel aminoalkoxybenzofurans, their process of preparation and their therapeutic use. FR 2358143 .
【2】 Serradell, M.N.; Castaner, J.; Blancafort, P.; Thorpe, P.J.; Murocainide. Drugs Fut 1983, 8, 8, 687.

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)	34144	N-(6-hydroxy-4,7-dimethoxy-1-benzofuran-5-yl)acetamide		C₁₂H₁₃NO₅	详情	详情
(II)	10117	1-(2-Chloroethyl)piperidine; N-(2-Chloroethyl)piperidine	1932-03-2	C₇H₁₄ClN	详情	详情
(III)	36164	N-[4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-yl]acetamide		C₁₉H₂₆N₂O₅	详情	详情
(IV)	36165	4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-amine; 4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-ylamine		C₁₇H₂₄N₂O₄	详情	详情
(V)	11019	(Methylimino)(oxo)methane; methyl isocyanate		C₂H₃NO	详情	详情

Extended Information