2-[(7-[(4-methylphenyl)sulfonyl]-2-{[3,4,5-tris(methoxy)phenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide | 1086610-86-7

• 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: 2-[(7-[(4-methylphenyl)sulfonyl]-2-{[3,4,5-tris(methoxy)phenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide
• 英文别名: 2-[[7-(4-Methylphenyl)sulfonyl-2-(3,4,5-trimethoxyanilino)pyrrolo[2,3-d]pyrimidin-4-yl]amino]benzamide
• CAS: 1086610-86-7
• 化学式: C₂₉H₂₈N₆O₆S
• 分子量: 588.644
• InChiKey: JXGKVMFGCVPTCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  168
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[(7-[(4-methylphenyl)sulfonyl]-2-{[3,4,5-tris(methoxy)phenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide 在 氢氧化钾 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 生成 2-[(2-{[3,4,5-tris(methoxy)phenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide
  参考文献：
  名称：

  Reversible Carboxamide-Mediated Internal Activation at C(6) of 2-Chloro-4-anilino-1H-pyrrolo[2,3-d]pyrimidines

  摘要：

  A synthetic route to bisanilino-1H-pyrrolo[2,3-d]pyrimidines has been discovered, wherein the C(6)-chloride reactivity is necessarily enhanced via reversible acid-catalyzed internal activation of the pyrimidine ring by a C(1')-carboxamide moiety. Subsequent selective nucleophilic displacements at C(6) and C(1') constitute a one-pot tandem protocol for the rapid assembly of bisanilino-1H-pyrrolo[2,3-d]pyrimidines.

  DOI：

  10.1021/jo8020693
• 作为产物：
  描述：

  2-((2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)benzamide 、 3,4,5-三甲氧基苯胺 在 盐酸 、 potassium iodide 、 ammonium hydroxide 作用下， 以 1,4-二氧六环 、 2,2,2-三氟乙醇 、 四氢呋喃 、 水 为溶剂， 反应 26.0h， 生成 2-[(7-[(4-methylphenyl)sulfonyl]-2-{[3,4,5-tris(methoxy)phenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide
  参考文献：
  名称：

  Reversible Carboxamide-Mediated Internal Activation at C(6) of 2-Chloro-4-anilino-1H-pyrrolo[2,3-d]pyrimidines

  摘要：

  A synthetic route to bisanilino-1H-pyrrolo[2,3-d]pyrimidines has been discovered, wherein the C(6)-chloride reactivity is necessarily enhanced via reversible acid-catalyzed internal activation of the pyrimidine ring by a C(1')-carboxamide moiety. Subsequent selective nucleophilic displacements at C(6) and C(1') constitute a one-pot tandem protocol for the rapid assembly of bisanilino-1H-pyrrolo[2,3-d]pyrimidines.

  DOI：

  10.1021/jo8020693

文献信息

• Reversible Carboxamide-Mediated Internal Activation at C(6) of 2-Chloro-4-anilino-1<i>H</i>-pyrrolo[2,3-<i>d</i>]pyrimidines
  作者：Stanley D. Chamberlain、Roseanne M. Gerding、Huangshu Lei、Ganesh Moorthy、Samarjit Patnaik、Anikó M. Redman、Kirk L. Stevens、Joseph W. Wilson、Bin Yang、J. Brad Shotwell

  DOI：10.1021/jo8020693

  日期：2008.12.5

  A synthetic route to bisanilino-1H-pyrrolo[2,3-d]pyrimidines has been discovered, wherein the C(6)-chloride reactivity is necessarily enhanced via reversible acid-catalyzed internal activation of the pyrimidine ring by a C(1')-carboxamide moiety. Subsequent selective nucleophilic displacements at C(6) and C(1') constitute a one-pot tandem protocol for the rapid assembly of bisanilino-1H-pyrrolo[2,3-d]pyrimidines.