4-(4-bromo-3-(2-methoxyethyl)phenoxy)benzonitrile -Drug Synthesis Database

【结构式】

【分子编号】67831

【品名】4-(4-bromo-3-(2-methoxyethyl)phenoxy)benzonitrile

【CA登记号】　

【分子式】C₁₆H₁₄BrNO₂

【分子量】332.197

【元素组成】C 57.85% H 4.25% Br 24.05% N 4.22% O 9.63%

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：(IX)

Alternatively, benzylic alcohol (VI) can be protected as the methoxymethyl ether (IX) by treatment with chloromethyl methyl ether (VIII) and DIEA in CH2Cl2. Finally, aryl bromide (IX) is metalated with t-BuLi or n-BuLi, followed by borylation with B(OMe)3 in THF and subsequent treatment with HCl in H2O/MeOH .

参考文献中间体

合成目标

【1】 Baker, S.J., AkamA, T., Bellinger-Kawahara, C. et al. (Anacor Pharmaceuticals, Inc.). Boron-containing small molecules. CN 101914109, EP 1853251, EP 2343304, JP 2008535781, JP 2010248265, KR 2010105869, KR 2013095330, KR 2013100019, US 20062334981, US 7582621, US 8039451, US 2011319361, US 2012289686, US 2013059802, US 2013059803, US 2013064783, US 8440642, US 2013210770, US 2013244980, US 8722917, US 2014142064, WO 2013210770.
【2】 Baker, S.J., Sanders, V. Akama, T. et al. (Anacor Pharmaceuticals, Inc.). Boron-containing small molecules as anti-inflammatory agents. CN 103479654, EP 2719388, JP 2009531292, KR 2013120552, KR 2014082842, US 8168614, US 2012264714, US 8501712, US 2013316979, WO 2007095638.
【3】 Akama, T., Zhang, Y.-K., Ding, C.Z. et al. (Anacor Pharmaceuticals, Inc.). Boron-containing small molecules as anti-inflammatory agents. US 2009291917, US 8039450.

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)	67829	4-(4-bromo-3-(hydroxymethyl)phenoxy)benzonitrile		C₁₄H₁₀BrNO₂	详情	详情
(VIII)	18319	Chloro(methoxy)methane; Chloromethyl methyl ether	107-30-2	C₂H₅ClO	详情	详情
(IX)	67831	4-(4-bromo-3-(2-methoxyethyl)phenoxy)benzonitrile		C₁₆H₁₄BrNO₂	详情	详情

Extended Information