N-(2-bromo-5-methoxybenzyl),N-methylamine | 767289-08-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-bromo-5-methoxybenzyl),N-methylamine
• 英文别名: [(2-Bromo-5-methoxyphenyl)methyl](methyl)amine；1-(2-bromo-5-methoxyphenyl)-N-methylmethanamine
• CAS: 767289-08-7
• 化学式: C₉H₁₂BrNO
• mdl: MFCD11105972
• 分子量: 230.104
• InChiKey: BVRXKKMRPQJYBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-bromo-5-methoxybenzyl),N-methylamine 在 偶氮二异丁腈 、 三丁基氯化锡 、 sodium cyanoborohydride 作用下， 以 乙醇 、 苯 为溶剂， 反应 15.0h， 生成 3-tert-butyl-8-methoxy-5-methylchromeno[4,3-c]isoquinolin-11-one
  参考文献：
  名称：

  Regioselective Synthesis of Chromeno[4,3‐c] isoquinolin‐11‐ones by Radical Cyclization

  摘要：

  A number of 4-tosyloxycoumarins were treated with N-methyl,N-(2-bromobenzyl)amine, and N-methyl,N-(2-bromo-5-methoxybenzyl)amine in refluxing ethanol to give different 4-[N-(2'-bromobenzy]),N-methyl] amino coumarins in 70-75% yield. These tertiary amine substrates were then refluxed in dry benzene under nitrogen with tri-n-butyltin chloride and sodium cyanoborohydride in the presence of 0.5-0.6 mol equiv. of azobisisobutyronitrile(AIBN) for 4-5 hr to give the title compounds in 65-68% yield.

  DOI：

  10.1081/scc-200026621
• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲醛 、 甲胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 N-(2-bromo-5-methoxybenzyl),N-methylamine
  参考文献：
  名称：

  通过Bischler–Napieralski型环化从氨基甲酸异丙酯中顺利形成异吲哚啉酮

  摘要：

  衍生自苄胺的氨基甲酸异丙酯通过在室温下用五氧化二磷处理提供异吲哚啉酮。讨论了这种Bischler–Napieralski型环化的实用性以及涉及氨基甲酰基阳离子的这种平滑转化合理化的新机制。

  DOI：

  10.1021/ol403142d

文献信息

• Intramolecular Homolytic Substitution of Sulfinates and Sulfinamides
  作者：Julien Coulomb、Victor Certal、Marie-Hélène Larraufie、Cyril Ollivier、Jean-Pierre Corbet、Gérard Mignani、Louis Fensterbank、Emmanuel Lacôte、Max Malacria

  DOI：10.1002/chem.200900942

  日期：2009.10.5

  synthesis of cyclic sulfinates and sulfinamides based on intramolecular homolytic substitution (SHi) at the sulfur atom by aryl or alkyl radicals is described. Both alkyl and benzofused compounds can be accessed directly from easily prepared acyclic precursors. Enantiomerically enriched sulfur‐based heterocycles were formed through an SHi process with inversion of configuration at the sulfur atom. Cyclization

  描述了基于在硫原子上被芳基或烷基自由基的分子内均质取代（S H i）合成环状亚磺酸酯和亚磺酰胺的通用且有效的方法。烷基和苯并稠合的化合物都可以直接从容易制备的无环前体中获得。对映体富集的硫基杂环是通过S H i过程形成的，硫原子上的构型反转。前手性自由基的环化进行的立体化学结果各不相同，具体取决于传入自由基的大小。2-吡啶基和2-喹啉基会生成联芳基化合物，这是由于攻击芳基亚磺酸盐的邻位而不是亲硫取代引起的。
• Treatment Method
  申请人：Brigandi Richard Anthony

  公开号：US20080293691A1

  公开（公告）日：2008-11-27

  The present invention is directed to methods of treating an ocular neovascular disorder in a mammal by administration of pyrimidine derivatives, benzodiazepinyl derivatives and pharmaceutical compositions containing the same. The invention encompasses methods of treating an ocular neovascular disorder by administration of 5-[[4-[(2,3-Dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl]amino]-2-methylbenzenesulfonamide, (S)-3-oxo-8-[3-(pyridin-2-ylamino)-1-propyloxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetic acid or salts or solvates thereof. Combination therapies for the treatment of ocular neovascular disorders are also encompassed.

  本发明涉及通过给哺乳动物施用嘧啶衍生物、苯二氮卓啉衍生物和含有它们的药物组合物来治疗眼部新生血管障碍的方法。该发明涵盖了通过给予5-[[4-[(2,3-二甲基-2H-吲哚-6-基)甲氨基]-2-嘧啶基]氨基]-2-甲基苯磺酰胺、(S)-3-氧基-8-[3-(吡啶-2-基氨基)-1-丙氧基]-2-(2,2,2-三氟乙基)-2,3,4,5-四氢-1H-2-苯并噻二氮杂环-4-乙酸或其盐或溶剂合物来治疗眼部新生血管障碍的方法。该发明还包括用于治疗眼部新生血管障碍的联合疗法。
• Palladium-catalyzed intramolecular arylation of pyrimidines: a novel and expedient avenue to benzannulated pyridopyrimidines
  作者：K.C. Majumdar、B. Sinha、P.K. Maji、S.K. Chattopadhyay

  DOI：10.1016/j.tet.2009.01.107

  日期：2009.4

  A new efficient protocol for the synthesis of benzannulated pyrido[2,3-d]- and pyrido[3,2-d]pyrimidines has been successfully accomplished via the palladium-catalyzed intramolecular arylation of C–H bond of pyrimidine moiety. The methodology has also been extended to the synthesis of pyrimido[5,4,-c]isoquinoline-2,4,6(1H,3H,5H)-trione derivatives in excellent yields.

  通过钯催化嘧啶部分CH键的分子内芳基化反应，已成功完成了合成苯并吡啶并[2,3- d ]-和吡啶并[3,2- d ]嘧啶的新有效方法。该方法还扩展到以优异的产率合成嘧啶并[5,4，-c ]异喹啉-2,4,6（1 H，3 H，5 H）-三酮衍生物。
• Facile synthesis of 6,12b-diaza-dibenzo[a,h]azulen-7-ones and benzo[f]pyrrolo[1,2-a][1,4]diazepin-4-ones via CuI/l-proline catalyzed intramolecular N-arylation
  作者：Hong-Jun Wang、Yi Wang、Fatoumata Camara、William D. Paquette、Adam J. Csakai、John E. Mangette

  DOI：10.1016/j.tetlet.2010.11.117

  日期：2011.1

  Facile intramolecular N-arylation catalyzed by CuI/L-proline has been developed to prepare 6,12b-diaza-dibenzo[a,h]azulen-7-ones and benzo[f]pyrrolo[1,2-a][1,4]diazepin-4-ones in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.
• Formation of Cyclic Sulfinates and Sulfinamides through Homolytic Substitution at the Sulfur Atom
  作者：Julien Coulomb、Victor Certal、Louis Fensterbank、Emmanuel Lacôte、Max Malacria

  DOI：10.1002/anie.200503369

  日期：2006.1.16