N-butyl-3-(pyridin-2-yl)-1H-pyrazol-5-amine | 1437326-51-6

• 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: N-butyl-3-(pyridin-2-yl)-1H-pyrazol-5-amine
• 英文别名: N-butyl-5-pyridin-2-yl-1H-pyrazol-3-amine
• CAS: 1437326-51-6
• 化学式: C₁₂H₁₆N₄
• 分子量: 216.286
• InChiKey: FZYYCNVBWMFOCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tetrakis[(3,5-di-trifluoromethyl)phenyl]borate 、 、 N-butyl-3-(pyridin-2-yl)-1H-pyrazol-5-amine 在 ammonium hexafluorophosphate 作用下， 以 乙腈 、 二氯甲烷 为溶剂， 反应 0.17h， 以47%的产率得到
  参考文献：
  名称：

  Asymmetric Catalysis with an Inert Chiral-at-Metal Iridium Complex

  摘要：

  The development of a chiral-at-metal iridium(III) complex for the highly efficient catalytic asymmetric transfer hydrogenation of beta,beta'-disubstituted nitroalkenes is reported. Catalysis by this inert, rigid metal complex does not involve any direct metal coordination but operates exclusively through weak interactions with functional groups properly arranged in the ligand sphere of the iridium complex. Although the iridium complex relies only on the formation of three hydrogen bonds, it exceeds the performance of most organocatalysts with respect to enantiomeric excess (up to 99% ee) and catalyst loading (down to 0.1 mol %). This work hints at an advantage of structurally complicated rigid scaffolds for non-covalent catalysis, which especially relies on conformationally constrained cooperative interactions between the catalyst and substrates.

  DOI：

  10.1021/ja403777k
• 作为产物：
  描述：

  正丁醛 、 5-氨基-3-(2-吡啶基))-1H-吡唑 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 以23%的产率得到N-butyl-3-(pyridin-2-yl)-1H-pyrazol-5-amine
  参考文献：
  名称：

  Asymmetric Catalysis with an Inert Chiral-at-Metal Iridium Complex

  摘要：

  The development of a chiral-at-metal iridium(III) complex for the highly efficient catalytic asymmetric transfer hydrogenation of beta,beta'-disubstituted nitroalkenes is reported. Catalysis by this inert, rigid metal complex does not involve any direct metal coordination but operates exclusively through weak interactions with functional groups properly arranged in the ligand sphere of the iridium complex. Although the iridium complex relies only on the formation of three hydrogen bonds, it exceeds the performance of most organocatalysts with respect to enantiomeric excess (up to 99% ee) and catalyst loading (down to 0.1 mol %). This work hints at an advantage of structurally complicated rigid scaffolds for non-covalent catalysis, which especially relies on conformationally constrained cooperative interactions between the catalyst and substrates.

  DOI：

  10.1021/ja403777k

文献信息

• [EN] NITROGEN-CONTAINING HETEROARYL DERIVATIVES<br/>[FR] DÉRIVÉS HÉTÉROARYLIQUES CONTENANT DE L'AZOTE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011089132A1

  公开（公告）日：2011-07-28

  The invention is concerned with novel nitrogen-containing heteroaryl derivatives of formula (I) wherein R1, R2, R3, R4, R5, A1, A2, and Y are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds inhibit PDE10A and can be used as medicaments.

  本发明涉及式(I)的新氮杂芳基衍生物，其中R1、R2、R3、R4、R5、A1、A2和Y的定义如描述和权利要求中所述，以及这些化合物的生理可接受的盐和酯。这些化合物可以抑制PDE10A，并可作为药物使用。
• Asymmetric Catalysis with an Inert Chiral-at-Metal Iridium Complex
  作者：Liang-An Chen、Weici Xu、Biao Huang、Jiajia Ma、Lun Wang、Jianwei Xi、Klaus Harms、Lei Gong、Eric Meggers

  DOI：10.1021/ja403777k

  日期：2013.7.24

  The development of a chiral-at-metal iridium(III) complex for the highly efficient catalytic asymmetric transfer hydrogenation of beta,beta'-disubstituted nitroalkenes is reported. Catalysis by this inert, rigid metal complex does not involve any direct metal coordination but operates exclusively through weak interactions with functional groups properly arranged in the ligand sphere of the iridium complex. Although the iridium complex relies only on the formation of three hydrogen bonds, it exceeds the performance of most organocatalysts with respect to enantiomeric excess (up to 99% ee) and catalyst loading (down to 0.1 mol %). This work hints at an advantage of structurally complicated rigid scaffolds for non-covalent catalysis, which especially relies on conformationally constrained cooperative interactions between the catalyst and substrates.