8-bromo-3-[(4-methylphenyl)sulfonyl]-5-{[3,4,5-tris(methyloxy)phenyl]amino}pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrochloride | 1135823-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 8-bromo-3-[(4-methylphenyl)sulfonyl]-5-{[3,4,5-tris(methyloxy)phenyl]amino}pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrochloride
• CAS: 1135823-24-3
• 化学式: C₂₉H₂₄BrN₅O₆S
• 分子量: 650.509
• InChiKey: LWRPMPDYUOHSDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  42.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  126.05
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 8-bromo-3-[(4-methylphenyl)sulfonyl]-5-{[3,4,5-tris(methyloxy)phenyl]amino}pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrochloride 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到methyl 2-bromo-6-[(7-[(4-methylphenyl)sulfonyl]-2-{[3,4,5-tris(methoxy)phenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzoate
  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：

  8-bromo-5-chloro-3-[(4-methylphenyl)sulfonyl]pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrochloride 、 3,4,5-三甲氧基苯胺 以 四氢呋喃 为溶剂， 以73%的产率得到8-bromo-3-[(4-methylphenyl)sulfonyl]-5-{[3,4,5-tris(methyloxy)phenyl]amino}pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrochloride
  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