2,6-difluoro-N-(2-methyl-6-nitrophenyl)benzamide -Drug Synthesis Database

【结构式】

【分子编号】46331

【品名】2,6-difluoro-N-(2-methyl-6-nitrophenyl)benzamide

【CA登记号】

【分子式】C₁₄H₁₀F₂N₂O₃

【分子量】292.2418864

【元素组成】C 57.54% H 3.45% F 13% N 9.59% O 16.42%

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：(III)

2-Methyl-6-nitroaniline (I) was acylated with 2,6-difluorobenzoyl chloride (II) to afford the nitroanilide (III). Reduction of the nitro group of (III) with concomitant cyclization using iron powder in refluxing HOAc furnished the benzimidazole (IV). Finally, N-alkylation of (IV) with 2,6-difluoro-alpha-bromotoluene (V) in the presence of NaH provided the title compound.

参考文献中间体

合成目标

【1】 Morningstar, M.; Roth, T.; Michejda, C.J. (US Department of Health & Human Services); Substd. benzimidazoles as non-nucleoside inhibitors of reverse transcriptase. WO 0114343 .

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)	46329	2-methyl-6-nitroaniline; 2-methyl-6-nitrophenylamine		C₇H₈N₂O₂	详情	详情
(II)	46330	2,6-difluorobenzoyl chloride		C₇H₃ClF₂O	详情	详情
(III)	46331	2,6-difluoro-N-(2-methyl-6-nitrophenyl)benzamide		C₁₄H₁₀F₂N₂O₃	详情	详情
(IV)	46332	2-(2,6-difluorophenyl)-4-methyl-1H-benzimidazole		C₁₄H₁₀F₂N₂	详情	详情
(V)	22316	2-(bromomethyl)-1,3-difluorobenzene	85118-00-9	C₇H₅BrF₂	详情	详情

Extended Information