methyl 4-[1-(4-fluorobenzyl)-1H-pyrrol-2-yl]-2,4-dioxobutanoate -Drug Synthesis Database

【结构式】

【分子编号】37919

【品名】methyl 4-[1-(4-fluorobenzyl)-1H-pyrrol-2-yl]-2,4-dioxobutanoate

【CA登记号】

【分子式】C₁₆H₁₄FNO₄

【分子量】303.2899032

【元素组成】C 63.36% H 4.65% F 6.26% N 4.62% O 21.1%

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)

The alkylation of 2-acetylpyrrole (I) with 4-fluorobenzyl bromide (II) in the presence of NaH provided the N-benzyl indole (III). Subsequent Claisen condensation of (III) with dimethyl oxalate furnished diketo ester (IV), which was finally hydrolyzed with NaOH to the title carboxylic acid.

参考文献中间体

合成目标

【1】 Selnick, H.G.; Hazuda, D.J.; Egbertson, M.; Guare, J.P. Jr.; Clark, D.L.; Wai, J.S.; Young, S.D.; Medina, J.C. (Merck & Co., Inc.; Tularik Inc.); HIV integrase inhibitors. WO 9962513 .

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)	37917	1-(1H-pyrrol-2-yl)-1-ethanone	1072-83-9	C₆H₇NO	详情	详情
(II)	24611	1-(bromomethyl)-4-fluorobenzene	459-46-1	C₇H₆BrF	详情	详情
(III)	37918	1-[1-(4-fluorobenzyl)-1H-pyrrol-2-yl]-1-ethanone		C₁₃H₁₂FNO	详情	详情
(IV)	37919	methyl 4-[1-(4-fluorobenzyl)-1H-pyrrol-2-yl]-2,4-dioxobutanoate		C₁₆H₁₄FNO₄	详情	详情

Extended Information