4-[3-(1,1,3,3-Tetramethyl-butylamino)-imidazo[1,2-a]pyridin-2-yl]-benzoic acid methyl ester | 268737-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[3-(1,1,3,3-Tetramethyl-butylamino)-imidazo[1,2-a]pyridin-2-yl]-benzoic acid methyl ester
• 英文别名: Methyl 4-[3-(2,4,4-trimethylpentan-2-ylamino)imidazo[1,2-a]pyridin-2-yl]benzoate；methyl 4-[3-(2,4,4-trimethylpentan-2-ylamino)imidazo[1,2-a]pyridin-2-yl]benzoate
• CAS: 268737-22-0
• 化学式: C₂₃H₂₉N₃O₂
• 分子量: 379.502
• InChiKey: UQVWENBBHYZTIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[3-(1,1,3,3-Tetramethyl-butylamino)-imidazo[1,2-a]pyridin-2-yl]-benzoic acid methyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以75%的产率得到4-(3-Amino-imidazo[1,2-a]pyridin-2-yl)-benzoic acid methyl ester
  参考文献：
  名称：

  A novel dealkylation affording 3-aminoimidazo[1,2-a]pyridines: access to new substitution patterns by solid-phase synthesis

  摘要：

  The three-component synthesis of 5-aminoimidazo[1,2-a]pyridine derivatives has been extended by a novel acid-induced dealkyation reaction that removes the 1,1,3,3-tetramethylbutyl group derived from the isonitrile input. This reaction was conducted on the solid-phase using the HMBA linker and the resulting products subjected to reductive alkylation using several aldehydes, thereby accessing novel substitution patterns at the 3-position. (C) 2000 Elsevier Science Ltd.. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00003-4
• 作为产物：
  描述：

  2-氨基吡啶 、 1,1,3,3-四甲基丁基异腈 、 对甲酰基苯甲酸甲酯 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 以85%的产率得到4-[3-(1,1,3,3-Tetramethyl-butylamino)-imidazo[1,2-a]pyridin-2-yl]-benzoic acid methyl ester
  参考文献：
  名称：

  A novel dealkylation affording 3-aminoimidazo[1,2-a]pyridines: access to new substitution patterns by solid-phase synthesis

  摘要：

  The three-component synthesis of 5-aminoimidazo[1,2-a]pyridine derivatives has been extended by a novel acid-induced dealkyation reaction that removes the 1,1,3,3-tetramethylbutyl group derived from the isonitrile input. This reaction was conducted on the solid-phase using the HMBA linker and the resulting products subjected to reductive alkylation using several aldehydes, thereby accessing novel substitution patterns at the 3-position. (C) 2000 Elsevier Science Ltd.. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00003-4