N-(3-chloro-4-fluorophenyl)-6-methoxypteridin-4-amine | 1192150-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: N-(3-chloro-4-fluorophenyl)-6-methoxypteridin-4-amine
• CAS: 1192150-29-0
• 化学式: C₁₃H₉ClFN₅O
• 分子量: 305.699
• InChiKey: PIZUPOFDWLNJHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-溴嘧啶-4(3H)-酮 在 氯化亚砜 、 sodium 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 异丙醇 为溶剂， 反应 19.0h， 生成 N-(3-chloro-4-fluorophenyl)-6-methoxypteridin-4-amine
  参考文献：
  名称：

  Synthesis ofN-Substituted-6-alkoxypteridin-4-amine

  摘要：

  A novel seven‐step methodology for the synthesis of N‐substituted‐6‐alkoxypteridin‐4‐amine has been developed with the total yields of 35.4–41%. Twenty new compounds were synthesized by heterocyclization of easily prepared 3‐amino‐6‐bromopyrazine‐2‐carboxamide, subsequent alkoxylation, chlorination, and nucleophilic substitution. Their structures were confirmed by 1H‐NMR, 13C‐NMR, ESI‐MS, and elemental analysis. The structure of N‐(3‐chloro‐4‐fluorophenyl)‐6‐ethoxypteridin‐4‐amine was further determined by X‐ray crystallographic analysis. It was found that different chlorinating reagents gave different products. The possible chlorination mechanism was discussed.

  DOI：

  10.1002/jhet.883

文献信息

• Synthesis of<i>N</i>-Substituted-6-alkoxypteridin-4-amine
  作者：Chonggang Duan、Jiong Jia、Rongxiu Zhu、Jianwu Wang

  DOI：10.1002/jhet.883

  日期：2012.7

  A novel seven‐step methodology for the synthesis of N‐substituted‐6‐alkoxypteridin‐4‐amine has been developed with the total yields of 35.4–41%. Twenty new compounds were synthesized by heterocyclization of easily prepared 3‐amino‐6‐bromopyrazine‐2‐carboxamide, subsequent alkoxylation, chlorination, and nucleophilic substitution. Their structures were confirmed by 1H‐NMR, 13C‐NMR, ESI‐MS, and elemental analysis. The structure of N‐(3‐chloro‐4‐fluorophenyl)‐6‐ethoxypteridin‐4‐amine was further determined by X‐ray crystallographic analysis. It was found that different chlorinating reagents gave different products. The possible chlorination mechanism was discussed.