3,4-dihydropyrimido[1,2-a]indol-10(2H)-one -Drug Synthesis Database

【结构式】

【分子编号】40190

【品名】3,4-dihydropyrimido[1,2-a]indol-10(2H)-one

【CA登记号】

【分子式】C₁₁H₁₀N₂O

【分子量】186.21328

【元素组成】C 70.95% H 5.41% N 15.04% O 8.59%

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：(VIII)

The reduction of 2'-oxospiro-(1,3-dioxolane-2,3'-indoline)-1'-propionitrile (V) with H2 over Raney-Ni in NH3 saturated ethanol gives 2'-oxospiro-(1,3-dioxolane-2,3'-indoline)-1'-propanamine (VI), which, without isolation, is cyclized in refluxing xylene yielding 3',4'-dihydrospiro[1,3-dioxolane-2,10'(2H,10H)pyrimido-[1,2-a]indole] (VII). The hydrolysis of (VII) with aqueous HCl at 85 C affords 3,4-dihydropyrimido[1,2-a]indole-10(2H)-one (VIII), which is finally treated with m-chlorophenylmagnesium bromide (IX) in refluxing ethyl ether.

参考文献中间体

合成目标

【1】 White, A.C.; Black, R.M. (John Wyeth & Brother Ltd.); Fused ring indole derivatives. DE 2200584; ES 398678; ES 409296; FR 2121699; GB 1366133 .
【2】 Weetman, D.F.; Castaner, J.; Ciclazindol. Drugs Fut 1977, 2, 8, 508.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(V)	40187	N-cyanoethyl-3-spiro(2-ethylenedioxy)oxindole	C₁₃H₁₂N₂O₃	详情	详情
(VI)	40188		C₁₃H₁₈N₂O₂	详情	详情
(VII)	40189		C₁₃H₁₄N₂O₂	详情	详情
(VIII)	40190	3,4-dihydropyrimido[1,2-a]indol-10(2H)-one	C₁₁H₁₀N₂O	详情	详情
(IX)	40191	bromo(3-chlorophenyl)magnesium	C₆H₄BrClMg	详情	详情

Extended Information