3-(2-amino-6-chloropyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol | 1338046-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-(2-amino-6-chloropyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol
• 英文别名: 4-(2-Amino-6-chloropyrimidin-4-yl)-2-methylbut-3-yn-2-ol
• CAS: 1338046-15-3
• 化学式: C₉H₁₀ClN₃O
• 分子量: 211.651
• InChiKey: RXFPANCLTXOMQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-4,6-二氯嘧啶 、 2-甲基-3-丁炔-2-醇 在 copper(l) iodide 、 5% Pd(II)/C(eggshell) 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以35%的产率得到3-(2-amino-6-chloropyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol
  参考文献：
  名称：

  Supramolecular structures constructed by 3-(2-amino-6-chloropyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol monohydrate and 3-[2-amino-6-(3-hydroxy-3,3-dimethylprop-1-yn-1-yl)pyrimidin-4-yl]-1,1-dimethylprop-2-yn-1-ol

  摘要：

  The molecule of 3-(2-amino-6-chloropyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol monohydrate, C9H10ClN3O center dot H2O, (I), shows a very polarized molecular-electronic structure, while the polarization is slight for 3-[2-amino-6-(3-hydroxy-3,3-dimethylprop-1-yn-1-yl)pyrimidin-4-yl]-1,1-dimethylprop-2-yn-1-ol, C14H17N3O2, (II). In the supramolecular structure of (I), a combination of hard N-H center dot center dot center dot N hydrogen bonds and soft C-H center dot center dot center dot N hydrogen bonds creates a molecular column. Aromatic pi-pi stackings between the pyrimidine rings stabilize the column with perpendicular and centroid-centroid distances of 3.283 (3) and 3.588 (1) angstrom, respectively. Short Cl center dot center dot center dot Cl contacts further link neighbouring molecular columns, creating a hydrophilic tube in which water molecules are fixed by various hydrogen bonds. In the packing of (II), a one-dimensional molecular chain is formed through several contacts involving hard N-H center dot center dot center dot O(N) and O-H center dot center dot center dot O(N) and soft C-H center dot center dot center dot O hydrogen bonds. Interchain O-H center dot center dot center dot O hydrogen bonds link the chains giving a two-dimensional stepped network. It is anticipated that study of the influence of hydrogen bonding on the patterns of base pairing and molecular packing in aminopyrimidine structures will shed significant light on nucleic acid structures as well as their functions.

  DOI：

  10.1107/s0108270111019895