2-(2,3-dihydro-1,4-benzodioxin-2-yl)acetonitrile -Drug Synthesis Database

【结构式】

【分子编号】28755

【品名】2-(2,3-dihydro-1,4-benzodioxin-2-yl)acetonitrile

【CA登记号】

【分子式】C₁₀H₉NO₂

【分子量】175.187

【元素组成】C 68.56% H 5.18% N 8% O 18.27%

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：(I)

The partial alcoholysis of 2-cyanomethyl-1,4-benzodioxane (I) with ethanol and HCl in ether gives ethyl-(1,4-benzodioxan-2-yl)acetimidate (II), which is cyclized with aminoacetaldehyde diethylketal (III) in refluxing ethanol yielding 2-[(1,4-benzodioxan-2-yl)methyl]imidazole (IV). Finally, this compound is alkylated with ethyl iodide (V) and NaH in DMF.

参考文献中间体

合成目标

【1】 Caroon, J.M.; et al.; Structure-activity relationships for 2-substituted imidazoles as alpha2-adrenoceptor antagonists. J Med Chem 1982, 25, 6, 666-670.
【2】 Kluge, A.F.; Strosberg, A.M.; Whiting, R.; Christie, G. (Syntex (USA), Inc.); 2-(1,4-Benzodioxan-2-ylalkyl)miidazoles useful as antidepressants. EP 0047531; JP 57050989; US 4302469 .
【3】 Castaner, J.; Serradell, M.N.; Imiloxan. Drugs Fut 1986, 11, 2, 108.

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)	28755	2-(2,3-dihydro-1,4-benzodioxin-2-yl)acetonitrile		C₁₀H₉NO₂	详情	详情
(II)	28756	ethyl 2-(2,3-dihydro-1,4-benzodioxin-2-yl)ethanimidoate		C₁₂H₁₅NO₃	详情	详情
(III)	10331	2,2-Diethoxy-1-ethanamine; 2,2-Diethoxyethylamine; Aminoacetaldehyde diethyl acetal	645-36-3	C₆H₁₅NO₂	详情	详情
(IV)	28757	2-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1H-imidazole		C₁₂H₁₂N₂O₂	详情	详情
(V)	28758	1-iodopropane	107-08-4	C₃H₇I	详情	详情

Extended Information