ethyl 2-([2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl]amino)acetate -Drug Synthesis Database

【结构式】

【分子编号】21363

【品名】ethyl 2-([2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl]amino)acetate

【CA登记号】

【分子式】C₁₉H₂₂N₂O₄

【分子量】342.39476

【元素组成】C 66.65% H 6.48% N 8.18% O 18.69%

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)

The condensation of 1-methyl-5-(4-methylbenzoyl)pyrrole-2-acetic acid (I) with glycine ethyl ester (II) by means of carbonyldiimidazole (CDI) and triethylamine in THF gives the corresponding acetamidoacetate (III), which is hydrolyzed with NaOH in THF-water yielding 2-[2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetamido]acetic acid (IV). Finally, this compound is esterified with 2-methoxyphenol (guayacol) (V) by means of CDI in hot THF.

参考文献中间体

合成目标

【1】 Baglioni, A. (Medosan; Sigma-Tau); Pyrroleacetic acid amides, their preparation and use. BE 0896018 .
【2】 Serradell, M.N.; Castaner, J.; Castaner, R.M.; Arrigoni-Martelli, E.; ST-679. Drugs Fut 1989, 14, 10, 963.

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)	11352	2-[1-Methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid		C₁₅H₁₅NO₃	详情	详情
(II)	10309	ethyl 2-aminoacetate; Glycine ethyl ester	459-73-4	C₄H₉NO₂	详情	详情
(III)	21363	ethyl 2-([2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl]amino)acetate		C₁₉H₂₂N₂O₄	详情	详情
(IV)	21364	2-([2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl]amino)acetic acid		C₁₇H₁₈N₂O₄	详情	详情
(V)	13182	Guaiacol; 2-Methoxyphenol	90-05-1	C₇H₈O₂	详情	详情

Extended Information