3-(6-chloro-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one | 1346157-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-(6-chloro-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one
• 英文别名: 4H-1,3-Benzoxazin-4-one, 3-(6-chloro-5-methyl-2-pyridinyl)-2,3-dihydro-2,2-dimethyl-；3-(6-chloro-5-methylpyridin-2-yl)-2,2-dimethyl-1,3-benzoxazin-4-one
• CAS: 1346157-12-7
• 化学式: C₁₆H₁₅ClN₂O₂
• 分子量: 302.76
• InChiKey: RJCWPKKSSBKXKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.43
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-溴-3-甲基吡啶氮氧化物 、 2-氯-2,2-二甲基-2H-1,3-苯并恶嗪 以 氯仿 为溶剂， 反应 18.0h， 生成 3-(6-bromo-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one 、 3-(6-chloro-5-methylpyridin-2-yl)-2,2-dimethyl-2H-benzo[e][1,3]oxazin-4(3H)-one
  参考文献：
  名称：

  Synthesis of 5-bromo-6-methyl imidazopyrazine, 5-bromo and 5-chloro-6-methyl imidazopyridine using electron density surface maps to guide synthetic strategy

  摘要：

  Small heteroaromatic rings are valuable monomers in drug discovery that can enable rapid access to novel and desirable chemical space. Installation of a synthetic handle on a heteroaromatic core may be difficult if steric and electronic factors are not in alignment with the desired transformation. Described are practical routes for the construction of 5-bromo-6-methyl imidazopyrazine (1) as well as 5-bromo and 5-chloro-6-methyl imidazopyridines (2a and 2b), which were developed using electron density surface maps encoded with ionization potential to guide synthetic strategy. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.090