N-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide -Drug Synthesis Database

【结构式】

【分子编号】46380

【品名】N-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide

【CA登记号】

【分子式】C₁₇H₁₉NO₄

【分子量】301.3422

【元素组成】C 67.76% H 6.36% N 4.65% O 21.24%

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)

Acylation of 3,5-dimethoxyaniline (I) with 4-methoxyphenylacetyl chloride (II) afforded amide (III). Treatment of (III) with Vilsmeier reagent gave rise to 2-chloroquinoline derivative (IV), which was hydrolyzed to quinolinone (V) using aqueous HOAc. Conjugate addition to (V) of acrylonitrile (VI) produced the cyanoethyl quinolinone (VII). The title tetrazole was then obtained by reaction of nitrile (VII) with tributyltin azide in hot toluene.

参考文献中间体

合成目标

【1】 Guillaumet, G.; Darro, F.; Frydman, A.; Joseph, B.; Kiss, R. (Laboratoires L. Lafon); Pharmaceutical compsns. comprising 2-quinolones. EP 1097138; FR 2781218; WO 0003990 .

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)	25780	3,5-dimethoxyaniline; 3,5-dimethoxyphenylamine	10272-07-8	C₈H₁₁NO₂	详情	详情
(II)	26758	2-(4-methoxyphenyl)acetyl chloride	4693-91-8	C₉H₉ClO₂	详情	详情
(III)	46380	N-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide		C₁₇H₁₉NO₄	详情	详情
(IV)	46381	2-chloro-5,7-dimethoxy-3-(4-methoxyphenyl)quinoline; 4-(2-chloro-5,7-dimethoxy-3-quinolinyl)phenyl methyl ether		C₁₈H₁₆ClNO₃	详情	详情
(V)	46382	5,7-dimethoxy-3-(4-methoxyphenyl)-2(1H)-quinolinone		C₁₈H₁₇NO₄	详情	详情
(VI)	10847	Acrylonitrile	107-13-1	C₃H₃N	详情	详情
(VII)	46383	3-[5,7-dimethoxy-3-(4-methoxyphenyl)-2-oxo-1(2H)-quinolinyl]propanenitrile		C₂₁H₂₀N₂O₄	详情	详情

Extended Information