2-(p-bromophenyl)-4-chloropyrimidine | 88627-14-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(p-bromophenyl)-4-chloropyrimidine
• 英文别名: 2-(4-bromophenyl)-4-chloropyrimidine；2‐(4‐bromophenyl)‐4‐chloropyrimidine
• CAS: 88627-14-9
• 化学式: C₁₀H₆BrClN₂
• 分子量: 269.528
• InChiKey: KBRDFIXSEIZKQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(p-bromophenyl)-4-chloropyrimidine 以82%的产率得到
  参考文献：
  名称：

  KRIVOPALOV, V. P.;NIKOLAENKOVA, E. B.;SEDOVA, V. F.;MAMAEV, V. P., XIMIYA GETEROTSIKL. SOEDIN., 1983, N 10, 1401-1405

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴苯甲脒盐酸盐水合物 在 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 124.0h， 生成 2-(p-bromophenyl)-4-chloropyrimidine
  参考文献：
  名称：

  Reaction of aryl-substituted azidopyrimidines with 1,3-dicarbonyl compounds

  摘要：

  DOI：

  10.1007/bf00505770

文献信息

• A Platform for the Liebeskind–Srogl Coupling of Heteroaromatic Thioethers for Medicinal-Chemistry-Relevant Transformations
  作者：Victor Koolma、Roman Staiger、Martin Schühle、Achim Bixenmann、Elmar Bauschatz、Matthias Schmid、Fedor M. Miloserdov、Bart Herlé

  DOI：10.1021/acs.orglett.3c03873

  日期：2024.4.12

  functionalization of medicinal-chemistry-relevant heterocyclic substrates. Applicability in HTE and library synthesis, combined with its orthogonality to other cross-coupling reactions, make it highly attractive for discovery chemistry workflows. Additionally, the results suggest that the nature of the Cu(I)-carboxylate plays a more prominent role in the reaction performance than the nature of Pd-catalysts

  开发了 Liebeskind-Srogl 耦合的通用且稳健的条件，并将其用于药物化学相关杂环底物的功能化。 HTE 和文库合成的适用性，加上其与其他交叉偶联反应的正交性，使其对发现化学工作流程极具吸引力。此外，结果表明，Cu(I)-羧酸盐的性质比 Pd 催化剂的性质对反应性能起着更重要的作用，这对于 Pd 催化剂来说相当不常见，可用于 Liebeskind 的进一步优化–Srogl耦合。
• Synthesis and structure–activity relationship of 4-amino-2-phenylpyrimidine derivatives as a series of novel GPR119 agonists
  作者：Kenji Negoro、Yasuhiro Yonetoku、Tatsuya Maruyama、Shigeru Yoshida、Makoto Takeuchi、Mitsuaki Ohta

  DOI：10.1016/j.bmc.2012.02.006

  日期：2012.4

  Through preparation and examination of a series of novel 4-amino-2-phenylpyrimidine derivatives as agonists for GPR119, we identified 2-(4-bromophenyl)-6-methyl-N-[2-(1-oxidopyridin-3-yl)ethyl]pyrimidin-4-amine (9t). Compound 9t improved glucose tolerance in mice following oral administration and showed good pharmacokinetic profiles in rats. Published by Elsevier Ltd.
• TUBULIN POLYMERIZATION INHIBITORS
  申请人：[en]AB SCIENCE

  公开号：WO2024146923A1

  公开（公告）日：2024-07-11

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt and/or solvate thereof, wherein B is an aryl or a five- or six-membered heteroaryl, and R1-R5, V, W, Y and Z may be various groups. The compounds according to the invention are useful as tubulin polymerization inhibitors, in particular for use in the treatment of hematological disorders and/or proliferative disorders.