N-[3-bromo-1-methylpyridin-2(1H)-ylidene]-3-chloroaniline | 1263300-30-6

• 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-[3-bromo-1-methylpyridin-2(1H)-ylidene]-3-chloroaniline
• 英文别名: 3-bromo-N-(3-chlorophenyl)-1-methylpyridin-2-imine
• CAS: 1263300-30-6
• 化学式: C₁₂H₁₀BrClN₂
• 分子量: 297.582
• InChiKey: ZIPOMBUITCHGGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-[3-bromo-1-methylpyridin-2(1H)-ylidene]-3-chloroaniline 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium acetate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 17.0h， 以93%的产率得到7-chloro-1-methyl-1H-pyrido[2,3-b]indole
  参考文献：
  名称：

  Highly efficient one-pot synthesis of D-ring chloro-substituted neocryptolepines via a condensation—Pd-catalyzed intramolecular direct arylation strategy

  摘要：

  D-ring chloro-substituted neocryptolepines have been synthesized in excellent yield starting from 3-bromo-2-chloro-1-methylquinolinium triflate via a one-pot condensation Pd-catalyzed intramolecular direct arylation strategy involving chloroanilines. The 3-bromo-2-chloro-1-methylquinolinium triflate was obtained via methylation of commercial 3-bromo-2-chloroquinoline with methyl triflate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.077
• 作为产物：
  描述：

  2,3-二溴吡啶 以 四氢呋喃 、 甲苯 为溶剂， 反应 26.0h， 生成 N-[3-bromo-1-methylpyridin-2(1H)-ylidene]-3-chloroaniline
  参考文献：
  名称：

  Highly efficient one-pot synthesis of D-ring chloro-substituted neocryptolepines via a condensation—Pd-catalyzed intramolecular direct arylation strategy

  摘要：

  D-ring chloro-substituted neocryptolepines have been synthesized in excellent yield starting from 3-bromo-2-chloro-1-methylquinolinium triflate via a one-pot condensation Pd-catalyzed intramolecular direct arylation strategy involving chloroanilines. The 3-bromo-2-chloro-1-methylquinolinium triflate was obtained via methylation of commercial 3-bromo-2-chloroquinoline with methyl triflate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.077

文献信息

• Highly efficient one-pot synthesis of D-ring chloro-substituted neocryptolepines via a condensation—Pd-catalyzed intramolecular direct arylation strategy
  作者：Steven Hostyn、Kourosch Abbaspour Tehrani、Filip Lemière、Veerle Smout、Bert U.W. Maes

  DOI：10.1016/j.tet.2010.10.077

  日期：2011.1

  D-ring chloro-substituted neocryptolepines have been synthesized in excellent yield starting from 3-bromo-2-chloro-1-methylquinolinium triflate via a one-pot condensation Pd-catalyzed intramolecular direct arylation strategy involving chloroanilines. The 3-bromo-2-chloro-1-methylquinolinium triflate was obtained via methylation of commercial 3-bromo-2-chloroquinoline with methyl triflate. (C) 2010 Elsevier Ltd. All rights reserved.