2-(1H-Indol-3-yl)acetic acid ethyl ester -Drug Synthesis Database

【结构式】

【分子编号】25658

【品名】2-(1H-Indol-3-yl)acetic acid ethyl ester

【CA登记号】778-82-5

【分子式】C₁₂H₁₃NO₂

【分子量】203.24076

【元素组成】C 70.92% H 6.45% N 6.89% O 15.74%

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：(II)

Indolylacetic acid (I) was esterified with ethanolic HCl, and the resulting ethyl ester (II) was alkylated with 4-fluorobenzyl chloride (III) in the presence of NaH to afford the N-fluorobenzyl indole (IV). Subsequent saponification of (IV) provided carboxylic acid (V). This was finally coupled with 4-aminopyridine (VI) by means of activation with 2-chloro-1-methylpyridinium iodide.

参考文献中间体

合成目标

【1】 Menciu, C.; Duflos, M.; Fouchard, F.; et al.; New N-(pyridin-4-yl)-(indol-3-yl)acetamides and propanamides as antiallergic agents. J Med Chem 1999, 42, 4, 638.

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)	25657	Indole-3-acetic acid; 2-(1H-Indol-3-yl)acetic acid; 3-Indoleacetic acid	87-51-4	C₁₀H₉NO₂	详情	详情
(II)	25658	2-(1H-Indol-3-yl)acetic acid ethyl ester	778-82-5	C₁₂H₁₃NO₂	详情	详情
(III)	12354	4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene	352-11-4	C₇H₆ClF	详情	详情
(IV)	25659	ethyl 2-[1-(4-fluorobenzyl)-1H-indol-3-yl]acetate		C₁₉H₁₈FNO₂	详情	详情
(V)	25660	2-[1-(4-fluorobenzyl)-1H-indol-3-yl]acetic acid		C₁₇H₁₄FNO₂	详情	详情
(VI)	25661	4-pyridinamine; 4-aminopyridine	5044-74-5	C₅H₆N₂	详情	详情

Extended Information