N-benzyl-1-(2-methyl-4-pyrimidinyl)methanamine | 1178482-78-4

• 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-benzyl-1-(2-methyl-4-pyrimidinyl)methanamine
• 英文别名: N-[(2-methylpyrimidin-4-yl)methyl]-1-phenylmethanamine
• CAS: 1178482-78-4
• 化学式: C₁₃H₁₅N₃
• 分子量: 213.282
• InChiKey: OUGMPLZFYIXZQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  马来酰亚胺 、 N-benzyl-1-(2-methyl-4-pyrimidinyl)methanamine 、 1-甲基-1H-咪唑-2-甲醛 以 甲苯 为溶剂， 反应 10.0h， 以53%的产率得到5-benzyl-4-(1-methyl-1H-imidazol-2-yl)-6-(4-methylpyrimidin-2-yl)tetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione
  参考文献：
  名称：

  XY–ZH compounds as potential 1,3-dipoles. Part 65: atom economic cascade synthesis of highly functionalized pyrimidinylpyrrolidines

  摘要：

  The results of the reaction of aminomethyl heterocycles and 4,6-dimethyl-2-formylpyrimidine and of activated secondary amines with different aryl/heteroaryl or aliphatic aldehydes and N-methylmaleimide or maleimide are described. In the former case the reactions gave single diastereomers via endo-transition states whilst the latter gave a mixture of diastereomers, which are believed to arise from anti-dipoles via endo/exo transition states. The stereochemistry of the cycloadducts was determined by (1)H NMR and confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.074
• 作为产物：
  描述：

  苄胺 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 N-benzyl-1-(2-methyl-4-pyrimidinyl)methanamine
  参考文献：
  名称：

  XY–ZH compounds as potential 1,3-dipoles. Part 65: atom economic cascade synthesis of highly functionalized pyrimidinylpyrrolidines

  摘要：

  The results of the reaction of aminomethyl heterocycles and 4,6-dimethyl-2-formylpyrimidine and of activated secondary amines with different aryl/heteroaryl or aliphatic aldehydes and N-methylmaleimide or maleimide are described. In the former case the reactions gave single diastereomers via endo-transition states whilst the latter gave a mixture of diastereomers, which are believed to arise from anti-dipoles via endo/exo transition states. The stereochemistry of the cycloadducts was determined by (1)H NMR and confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.074

文献信息

• XY–ZH compounds as potential 1,3-dipoles. Part 65: atom economic cascade synthesis of highly functionalized pyrimidinylpyrrolidines
  作者：Elghareeb E. Elboray、Ronald Grigg、Colin W.G. Fishwick、Colin Kilner、Mohammed A.B. Sarker、Moustafa F. Aly、Hussien H. Abbas-Temirek

  DOI：10.1016/j.tet.2011.05.074

  日期：2011.8

  The results of the reaction of aminomethyl heterocycles and 4,6-dimethyl-2-formylpyrimidine and of activated secondary amines with different aryl/heteroaryl or aliphatic aldehydes and N-methylmaleimide or maleimide are described. In the former case the reactions gave single diastereomers via endo-transition states whilst the latter gave a mixture of diastereomers, which are believed to arise from anti-dipoles via endo/exo transition states. The stereochemistry of the cycloadducts was determined by (1)H NMR and confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.