2-(3-carboxy-3-butenyl)-1-methyl-1H-indole-3-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】53897

【品名】2-(3-carboxy-3-butenyl)-1-methyl-1H-indole-3-carboxylic acid

【CA登记号】n/a

【分子式】C₁₅H₁₅NO₄

【分子量】273.28844

【元素组成】C 65.92% H 5.53% N 5.13% O 23.42%

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)

Condensation of the lithium salt of indole derivative (I) with bromomethyl acrylic acid (II) in THF affords butyric acid derivative (III), which is then subjected to saponification with KOH in a refluxing mixture of MeOH /H2O to provide diacid compound (IV). Treatment of (IV) with 2-methylindole (V) at 160 C yields derivative (VI), which is finally converted into the desired product by first reaction with phosphoric acid and trifluoroacetic anhydride in acetonitrile, followed by hydrochloride dihydrate salt formation by treatment with HCl.

参考文献中间体

合成目标

【1】 Caldero Ges, J.M.; Huguet Clotet, J. (Vita-Invest, SA); Process for the preparation of 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one. ES 2043535 .

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)	53894	ethyl 1,2-dimethyl-1H-indole-3-carboxylate	n/a	C₁₃H₁₅NO₂	详情	详情
(II)	53895	2-(Bromomethyl)acrylic acid; alpha-(Bromomethyl)acrylic acid	72707-66-5	C₄H₅BrO₂	详情	详情
(III)	53896	2-{2-[3-(ethoxycarbonyl)-1-methyl-1H-indol-2-yl]ethyl}acrylic acid	n/a	C₁₇H₁₉NO₄	详情	详情
(IV)	53897	2-(3-carboxy-3-butenyl)-1-methyl-1H-indole-3-carboxylic acid	n/a	C₁₅H₁₅NO₄	详情	详情
(V)	15670	2-Methylimidazole; 2-Methyl-1H-imidazole	693-98-1	C₄H₆N₂	详情	详情
(VI)	53898	2-[(2-methyl-1H-imidazol-1-yl)methyl]-4-(1-methyl-1H-indol-2-yl)butanoic acid	n/a	C₁₈H₂₁N₃O₂	详情	详情

Extended Information