2-[4-(2-Methylpropyl)piperazin-1-yl]pyridine-3-carboxylic acid | 1159850-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[4-(2-Methylpropyl)piperazin-1-yl]pyridine-3-carboxylic acid
• CAS: 1159850-92-6
• 化学式: C₁₄H₂₁N₃O₂
• mdl: MFCD17433541
• 分子量: 263.34
• InChiKey: TWQWVJMGAWTKCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氨基-6-乙基-4-甲氧基-苯甲酸 、 2-[4-(2-Methylpropyl)piperazin-1-yl]pyridine-3-carboxylic acid 在 二-1H-吡咯-1-基甲酮 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 C₂₄H₃₂N₄O₄
  参考文献：
  名称：

  Synthesis and optimization of 2-pyridin-3-yl-benzo[d][1,3]oxazin-4-one based inhibitors of human neutrophil elastase

  摘要：

  The hit-to-lead optimization of the HNE inhibitor 5-methyl-2-(2-phenoxy-pyridin-3-yl)-benzo[d][1,3]oxazin-4-one is described. A structure-activity relationship study that focused on the 5 and 7 benzoxazinone positions yielded the optimized 5-ethyl-7-methoxy-benzo[d][1,3]oxazin-4-one core structure. 2-[2-(4Methyl-piperazin-1-yl)-pyridin-3-yl] derivatives of this core were shown to yield HNE inhibitors of similar potency with significantly different stabilities in rat plasma. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.053
• 作为产物：
  描述：

  N-异丁基哌嗪 、 2-氯烟酸 在 N,N-二异丙基乙胺 作用下， 以 水 为溶剂， 反应 2.0h， 以74%的产率得到2-[4-(2-Methylpropyl)piperazin-1-yl]pyridine-3-carboxylic acid
  参考文献：
  名称：

  Microwave-assisted synthesis of 2-aminonicotinic acids by reacting 2-chloronicotinic acid with amines

  摘要：

  2-(Methylamino)nicotinic acid was readily prepared in high yield by reacting 2-chloronicotinic acid with 40% aq MeNH2 under microwave irradiation either at 120 degrees for 2 h or at 140 degrees C for 1.5 h. Subsequently, we found that a range of 2-aminonicotinic acids could be obtained under microwave heating. The optimal reaction conditions involved the use of 3 equiv of amine, water as the solvent and heating at 200 degrees C for 2 h in the presence of diisopropylethylamine (3 equiv). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.034