1-[bromo(4-propylphenyl)methyl]-4-propylbenzene -Drug Synthesis Database

【结构式】

【分子编号】21942

【品名】1-[bromo(4-propylphenyl)methyl]-4-propylbenzene

【CA登记号】

【分子式】C₁₉H₂₃Br

【分子量】331.29562

【元素组成】C 68.88% H 7% Br 24.12%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(IX)

The intermediate benzimidazolecarboxylic acid (VI) cal also be obtained as follows: Alkylation of benzimidazole-5-carboxylic acid (VIII) with 4,4'-dipropylbenzhydryl bromide (XI) afforded a mixture of alkylated benzimidazoles (VI) and (X), which were separated by column chromatography.

参考文献中间体

合成目标

【1】 Takami, H.; Kishibayashi, N.; Ishii, A.; Kumazawa, T.; Indole and benzimidazole derivatives as steroid 5alpha-reductase inhibitors in the rat prostate. Bioorg Med Chem 1998, 6, 12, 2441.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VI)	21939	1-[bis(4-propylphenyl)methyl]-1H-benzimidazole-5-carboxylic acid		C₂₇H₂₈N₂O₂	详情	详情
(VIII)	21941	1H-benzimidazole-5-carboxylic acid	15788-16-6	C₈H₆N₂O₂	详情	详情
(IX)	21942	1-[bromo(4-propylphenyl)methyl]-4-propylbenzene		C₁₉H₂₃Br	详情	详情
(X)	21943	1-[bis(4-propylphenyl)methyl]-1H-benzimidazole-6-carboxylic acid		C₂₇H₂₈N₂O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IX)

Imidazole-5-carboxylic acid (VIII) was condensed with the aniline (VII) using 2-chloro-1-methylpyridinium iodide (CMP) and Bu3N to afford amide (XI). Subsequent alkylation of the indole nitrogen atom of (XI) with 4,4'-dipropylbenzhydryl bromide (IX) in the presence of t-BuOK provided the target compound.

参考文献中间体

合成目标

【1】 Takami, H.; Kishibayashi, N.; Ishii, A.; Kumazawa, T.; Indole and benzimidazole derivatives as steroid 5alpha-reductase inhibitors in the rat prostate. Bioorg Med Chem 1998, 6, 12, 2441.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII)	21940	ethyl 4-(2-aminophenoxy)butanoate		C₁₂H₁₇NO₃	详情	详情
(VIII)	21941	1H-benzimidazole-5-carboxylic acid	15788-16-6	C₈H₆N₂O₂	详情	详情
(IX)	21942	1-[bromo(4-propylphenyl)methyl]-4-propylbenzene		C₁₉H₂₃Br	详情	详情
(XI)	21944	ethyl 4-[2-[(1H-indol-5-ylcarbonyl)amino]phenoxy]butanoate		C₂₁H₂₂N₂O₄	详情	详情

Extended Information