N-pivaloyl-2-methyl-3,4-difluoroaniline

• 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-pivaloyl-2-methyl-3,4-difluoroaniline
• 英文别名: N-(3,4-difluoro-2-methylphenyl)pivalamide；N-(3,4-difluoro-2-methylphenyl)-2,2-dimethylpropanamide
• 化学式: C₁₂H₁₅F₂NO
• 分子量: 227.254
• InChiKey: XUNDFEAUSCKTBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-pivaloyl-2-methyl-3,4-difluoroaniline 在 盐酸 、 sodium hydroxide 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 24.0h， 生成 3,4-二氟-2-甲基苯胺
  参考文献：
  名称：

  Ortho Lithiation of N-Pivaloylfluoroanilines as a Useful Tool for Either Selective Methylation or Benzoxazole Synthesis

  摘要：

  Lithiation of N-pivaloyl-3,4-difluoroaniline (1a) with a slight excess of 2 mole equiv of n-butyllithium followed by methylation was studied. The reaction was found to be useful for either the selective methylation of 3,4-difluoroaniline or the synthesis of benzoxazole derivatives, depending on the reaction temperature. In the reaction of N-pivaloyl-3-chloro-4-fluoroaniline (1b) and N-pivaloyl-3-fluoroaniline (1c), the reaction proceeded rather sluggishly but benzoxazole formation predominated.

  DOI：

  10.1021/op0498969
• 作为产物：
  描述：

  3,4-二氟苯胺 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-pivaloyl-2-methyl-3,4-difluoroaniline
  参考文献：
  名称：

  [EN] 6-AZA-QUINOLINE DERIVATIVES AND RELATED USES
  [FR] DÉRIVÉS DE 6-AZA-QUINOLÉINE ET UTILISATIONS ASSOCIÉES

  摘要：

  The present disclosure relates compounds of Formula (0): and pharmaceutically acceptable salts and stereoisomers thereof. The present disclosure also relates to methods of preparing the compounds, compositions comprising the compounds, and methods of using the compounds, e.g., in the treatment of cancer.

  公开号：

  WO2023039505A1

文献信息

• [EN] 6-AZA-QUINOLINE DERIVATIVES AND RELATED USES<br/>[FR] DÉRIVÉS DE 6-AZA-QUINOLÉINE ET UTILISATIONS ASSOCIÉES
  申请人：[en]BLACK DIAMOND THERAPEUTICS, INC.

  公开号：WO2023039505A1

  公开（公告）日：2023-03-16

  The present disclosure relates compounds of Formula (0): and pharmaceutically acceptable salts and stereoisomers thereof. The present disclosure also relates to methods of preparing the compounds, compositions comprising the compounds, and methods of using the compounds, e.g., in the treatment of cancer.
• Ortho Lithiation of <i>N</i>-Pivaloylfluoroanilines as a Useful Tool for Either Selective Methylation or Benzoxazole Synthesis
  作者：Yasuo Yoshida、Yusuke Hamada、Kazuto Umezu、Fumiya Tabuchi

  DOI：10.1021/op0498969

  日期：2004.11.1

  Lithiation of N-pivaloyl-3,4-difluoroaniline (1a) with a slight excess of 2 mole equiv of n-butyllithium followed by methylation was studied. The reaction was found to be useful for either the selective methylation of 3,4-difluoroaniline or the synthesis of benzoxazole derivatives, depending on the reaction temperature. In the reaction of N-pivaloyl-3-chloro-4-fluoroaniline (1b) and N-pivaloyl-3-fluoroaniline (1c), the reaction proceeded rather sluggishly but benzoxazole formation predominated.