2-chloro-4-phenylsulfanyl-pyrido[2,3-d]pyrimidine | 864667-14-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-chloro-4-phenylsulfanyl-pyrido[2,3-d]pyrimidine
• 英文别名: 2-chloro-4-(phenylthio)pyrido[2,3-d]pyrimidine；2-Chloro-4-phenylsulfanylpyrido[2,3-d]pyrimidine；2-chloro-4-phenylsulfanylpyrido[2,3-d]pyrimidine
• CAS: 864667-14-1
• 化学式: C₁₃H₈ClN₃S
• 分子量: 273.746
• InChiKey: CYXHXVCIZDHCEF-UHFFFAOYSA-N

物化性质

• 沸点：
  418.5±38.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-4-phenylsulfanyl-pyrido[2,3-d]pyrimidine 、 sodium ethanolate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到2-ethoxy-4-phenylsulfanyl-pyrido[2,3-d]pyrimidine
  参考文献：
  名称：

  Selective bifunctionalization of pyrido[2,3-d]pyrimidines in positions 2 and 4 by SNAr and palladium-catalyzed coupling reactions

  摘要：

  Selective disubstitution of 2,4-dichloropyrido[2,3-d]pyrimidine with various nucleophiles was investigated. Suzuki and Stille cross-coupling reactions on monosubstituted compound 4-tert-butylamino-2-chloro-pyrido[2,3-d]pyrimidine were performed in high yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.141
• 作为产物：
  描述：

  2-氨基烟酸 在 sodium hydride 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 生成 2-chloro-4-phenylsulfanyl-pyrido[2,3-d]pyrimidine
  参考文献：
  名称：

  Selective bifunctionalization of pyrido[2,3-d]pyrimidines in positions 2 and 4 by SNAr and palladium-catalyzed coupling reactions

  摘要：

  Selective disubstitution of 2,4-dichloropyrido[2,3-d]pyrimidine with various nucleophiles was investigated. Suzuki and Stille cross-coupling reactions on monosubstituted compound 4-tert-butylamino-2-chloro-pyrido[2,3-d]pyrimidine were performed in high yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.141

文献信息

• Structural study of azide-tetrazole equilibrium in pyrido[2,3-d]pyrimidines
  作者：Kristaps Leškovskis、Anatoly Mishnev、Irina Novosjolova、Māris Turks

  DOI：10.1016/j.molstruc.2022.133784

  日期：2022.12

  C-5 Substituted pyrido[3,2-e]tetrazolo[1,5-a]pyrimidines were obtained by simple azidation of 2,4-dichloropyrido[2,3-d]pyrimidine followed by SNAr reactions with S-, N- and O-nucleophiles. Their NMR and IR studies revealed that the mono-azido products undergo azide-tetrazole equilibrium, whereas 2,4-diazidopyrido[2,3-d]pyrimidine exists in four tautomeric forms in various solutions, and its solid phase

  C -5 取代的吡啶并[3,2 -e ]四唑并[1,5 - a ]嘧啶是通过2,4-二氯吡啶并[2,3- d ]嘧啶的简单叠氮化反应，然后与S-发生S N Ar反应得到的，N - 和O -亲核试剂。他们的 NMR 和 IR 研究表明，单叠氮基产物经历叠氮四唑平衡，而 2,4-二叠氮基吡啶并[2,3- d ]嘧啶在各种溶液中以四种互变异构形式存在，其固相互变异构体是由X 射线分析。总共有九个获得的产品完全由它们的单晶 X 射线结构表征，其中七个揭示了一种新的环状吡啶并[3,2-e ]四唑并[1,5- a ]嘧啶骨架。在研究的产品中，氨基衍生物——5-氨基吡啶并[3,2- e ]四唑并[1,5 - a ]嘧啶——主要以它们的四唑形式存在于固相和溶液中。然而，后者也进入互变异构体平衡，释放的叠氮基能够进行铜 (I) 催化的叠氮化物-炔烃环加成 (CuAAC) 反应并形成相应的 1,2,3-三唑衍生物。C
• Selective bifunctionalization of pyrido[2,3-d]pyrimidines in positions 2 and 4 by SNAr and palladium-catalyzed coupling reactions
  作者：G. Lavecchia、S. Berteina-Raboin、G. Guillaumet

  DOI：10.1016/j.tetlet.2005.06.141

  日期：2005.8

  Selective disubstitution of 2,4-dichloropyrido[2,3-d]pyrimidine with various nucleophiles was investigated. Suzuki and Stille cross-coupling reactions on monosubstituted compound 4-tert-butylamino-2-chloro-pyrido[2,3-d]pyrimidine were performed in high yields. (c) 2005 Elsevier Ltd. All rights reserved.