3-(isoquinolin-4-yl)-N,N-dimethylpropan-1-amine | 1338057-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-(isoquinolin-4-yl)-N,N-dimethylpropan-1-amine
• 英文别名: 3-isoquinolin-4-yl-N,N-dimethylpropan-1-amine
• CAS: 1338057-41-2
• 化学式: C₁₄H₁₈N₂
• 分子量: 214.31
• InChiKey: URTMFOYSBXKINR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴异喹啉 、 N,N-二甲氨基氯丙烷盐酸盐 在 lithium hydride 、 二异丁基氢化铝 、 magnesium 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以180 mg的产率得到3-(isoquinolin-4-yl)-N,N-dimethylpropan-1-amine
  参考文献：
  名称：

  Direct Aminoalkylation of Arenes, Heteroarenes, and Alkenes via Ni-Catalyzed Negishi Cross-Coupling Reactions

  摘要：

  A room-temperature Ni-catalyzed cross-coupling of aryl, heteroaryl, and alkenyl electrophiles with aminoalkylzinc bromides, readily available from the corresponding aminoalkyl chlorides via Grignard reagents, was developed. The reaction allows a convenient one-step preparation of various aminoalkyl products, including piperidine and tropane derivatives. Such functionalized amine moieties are widely present in various biologically active molecules. Aryl, heteroaryl, and alkenyl iodides, bromides, chlorides and triflates are suitable electrophiles. A short total synthesis of two natural products, (+/-)-galipinine and (+/-)-cusparine, is also reported.

  DOI：

  10.1021/jo201630e

文献信息

• Direct Aminoalkylation of Arenes, Heteroarenes, and Alkenes via Ni-Catalyzed Negishi Cross-Coupling Reactions
  作者：Laurin Melzig、Teresa Dennenwaldt、Andrey Gavryushin、Paul Knochel

  DOI：10.1021/jo201630e

  日期：2011.11.4

  A room-temperature Ni-catalyzed cross-coupling of aryl, heteroaryl, and alkenyl electrophiles with aminoalkylzinc bromides, readily available from the corresponding aminoalkyl chlorides via Grignard reagents, was developed. The reaction allows a convenient one-step preparation of various aminoalkyl products, including piperidine and tropane derivatives. Such functionalized amine moieties are widely present in various biologically active molecules. Aryl, heteroaryl, and alkenyl iodides, bromides, chlorides and triflates are suitable electrophiles. A short total synthesis of two natural products, (+/-)-galipinine and (+/-)-cusparine, is also reported.