1-ethyl-5-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indole -Drug Synthesis Database

【结构式】

【分子编号】29111

【品名】1-ethyl-5-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indole

【CA登记号】

【分子式】C₁₉H₂₁NO₂

【分子量】295.38128

【元素组成】C 77.26% H 7.17% N 4.74% O 10.83%

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：(IV)

4-Methoxyaniline (I) is reacted with 2'-bromo-4-methoxypropiophenone (II) to afford the indole (III). The ethyl group is introduced by deprotonation with sodium hydride in DMF followed by addition of ethyl bromide. The ether cleavage of (IV) with BBr3 yields the hydroxy derivative (V), which is converted to the acetate by using acetic acid an hydride in pyridine.

参考文献中间体

合成目标

【1】 Prekajac, J.; von Angerer, E.; Benzo[a]carbazole derivatives. Synthesis, estrogen receptor binding affinities, and mammary tumor inhibiting activity. J Med Chem 1986, 29, 3, 380-6.
【2】 von Angerer, E.; Sheldrick, W.S.; Engel, J.; Schneider, M.R.; D-16726. Drugs Fut 1985, 10, 4, 281.

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)	10478	p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine	104-94-9	C₇H₉NO	详情	详情
(II)	29109	2-bromo-1-(4-methoxyphenyl)-1-propanone		C₁₀H₁₁BrO₂	详情	详情
(III)	29110	4-(5-methoxy-3-methyl-1H-indol-2-yl)phenyl methyl ether		C₁₇H₁₇NO₂	详情	详情
(IV)	29111	1-ethyl-5-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indole		C₁₉H₂₁NO₂	详情	详情
(V)	29112	1-ethyl-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol		C₁₇H₁₇NO₂	详情	详情

Extended Information