2-[(4-ethylphenoxy)methyl]benzoyl chloride -Drug Synthesis Database

【结构式】

【分子编号】55816

【品名】2-[(4-ethylphenoxy)methyl]benzoyl chloride

【CA登记号】

【分子式】C₁₆H₁₅ClO₂

【分子量】274.7466

【元素组成】C 69.95% H 5.5% Cl 12.9% O 11.65%

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：(XVI)

Radical bromination of methyl ortho-toluate (XI) with N-bromosuccinimide in the presence of benzoyl peroxide affords the 2-(bromomethyl)benzoate (XII). This is then condensed with 4-ethylphenol (XIII) to furnish ether (XIV). Alkaline hydrolysis of the methyl ester group of (XIV) provides acid (XV), which is further activated as the corresponding acid chloride (XVI) with oxalyl chloride in chloroform. Finally, condensation of acid chloride (XVI) with the diaminoquinoline (VII) gives rise to the title compound.

参考文献中间体

合成目标

【1】 Kitao, Y.; Shinkai, H.; Ito, T.; Uchida, I.; Yamada, H.; Iida, T.; 4-Aminoquinolones: Novel nociceptin antagonists with analgesics activity. J Med Chem 2000, 43, 24, 4667.
【2】 Shinkai, H.; Yamada, H.; to, T. (Japan Tobacco Inc.); Amide derivs. and nociceptin antagonists. EP 1072263; JP 1999335355; WO 9948492 .

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)	49031	4-amino-2-methyl-6-quinolinylamine; 2-methyl-4,6-quinolinediamine		C₁₀H₁₁N₃	详情	详情
(XI)	49024	2-Methyl Methylbenzoate; 2-Methylbenzoic acid methyl ester; Methyl o-toluate; o-Toluic acid methyl ester	89-71-4	C₉H₁₀O₂	详情	详情
(XII)	28575	methyl 2-(bromomethyl)benzoate		C₉H₉BrO₂	详情	详情
(XIII)	49025	p-Ethylphenol; 4-Ethylphenol	123-07-9	C₈H₁₀O	详情	详情
(XIV)	49026	methyl 2-[(4-ethylphenoxy)methyl]benzoate		C₁₇H₁₈O₃	详情	详情
(XV)	49027	2-[(4-ethylphenoxy)methyl]benzoic acid		C₁₆H₁₆O₃	详情	详情
(XVI)	55816	2-[(4-ethylphenoxy)methyl]benzoyl chloride		C₁₆H₁₅ClO₂	详情	详情

Extended Information