ethyl 6-isopropyl-2-(pyridin-2-yl)pyridine-3-carboxylate | 1211500-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 6-isopropyl-2-(pyridin-2-yl)pyridine-3-carboxylate
• 英文别名: Ethyl 6-propan-2-yl-2-pyridin-2-ylpyridine-3-carboxylate；ethyl 6-propan-2-yl-2-pyridin-2-ylpyridine-3-carboxylate
• CAS: 1211500-66-1
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: YVSJDFDNNZREOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 6-isopropyl-2-(pyridin-2-yl)pyridine-3-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 6-isopropyl-2-(pyridin-2-yl)pyridine-3-carboxylic acid
  参考文献：
  名称：

  Step by step palladium mediated syntheses of new 2-(pyridin-2-yl)-6-R-nicotinic acids and esters

  摘要：

  Taking advantage of palladium peculiar "rollover" C, N cyclometallation, it is possible to promote C(3) functionalization of 6-alkyl-substituted-2,2'-bipyridines. The carbonylation reaction of rollover species [Pd(L-n)Cl](2), (HL1 = 6-isopropyl-2,2'-bipy, 1; HL2 = 6-neopentyl-2,2'-bipy, 2; HL3 = 6-ethyl-2,2'-bipy, 3; HL4 = 6-methyl-2,2'-bipy, 4) allowed the synthesis of 2-(pyridin-2-yl)-6-alkyl-nicotinic acids or esters. These nicotinic derivatives are extremely rare and, as far as we know, quite unreported in the case of the 6-substituted molecules. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.10.002
• 作为产物：
  描述：

  乙醇 、 一氧化碳 、 60.0 ℃ 、4.0 MPa 条件下， 反应 24.0h， 生成 ethyl 6-isopropyl-2-(pyridin-2-yl)pyridine-3-carboxylate
  参考文献：
  名称：

  Step by step palladium mediated syntheses of new 2-(pyridin-2-yl)-6-R-nicotinic acids and esters

  摘要：

  Taking advantage of palladium peculiar "rollover" C, N cyclometallation, it is possible to promote C(3) functionalization of 6-alkyl-substituted-2,2'-bipyridines. The carbonylation reaction of rollover species [Pd(L-n)Cl](2), (HL1 = 6-isopropyl-2,2'-bipy, 1; HL2 = 6-neopentyl-2,2'-bipy, 2; HL3 = 6-ethyl-2,2'-bipy, 3; HL4 = 6-methyl-2,2'-bipy, 4) allowed the synthesis of 2-(pyridin-2-yl)-6-alkyl-nicotinic acids or esters. These nicotinic derivatives are extremely rare and, as far as we know, quite unreported in the case of the 6-substituted molecules. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.10.002

文献信息

• Step by step palladium mediated syntheses of new 2-(pyridin-2-yl)-6-R-nicotinic acids and esters
  作者：Giacomo Luigi Petretto、Antonio Zucca、Sergio Stoccoro、Maria Agostina Cinellu、Giovanni Minghetti

  DOI：10.1016/j.jorganchem.2009.10.002

  日期：2010.1

  Taking advantage of palladium peculiar "rollover" C, N cyclometallation, it is possible to promote C(3) functionalization of 6-alkyl-substituted-2,2'-bipyridines. The carbonylation reaction of rollover species [Pd(L-n)Cl](2), (HL1 = 6-isopropyl-2,2'-bipy, 1; HL2 = 6-neopentyl-2,2'-bipy, 2; HL3 = 6-ethyl-2,2'-bipy, 3; HL4 = 6-methyl-2,2'-bipy, 4) allowed the synthesis of 2-(pyridin-2-yl)-6-alkyl-nicotinic acids or esters. These nicotinic derivatives are extremely rare and, as far as we know, quite unreported in the case of the 6-substituted molecules. (C) 2009 Elsevier B.V. All rights reserved.