N-庚基吡啶-2-胺 | 24573-34-0

• 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
• 中文名称: N-庚基吡啶-2-胺
• 英文名称: N-heptyl-2-aminopyridine
• 英文别名: N-heptylpyridin-2-amine；heptyl-[2]pyridyl-amine；Heptyl-[2]pyridyl-amin；Pyridine, 2-(heptylamino)-
• CAS: 24573-34-0
• 化学式: C₁₂H₂₀N₂
• 分子量: 192.304
• InChiKey: IVCDYLIODNNGLA-UHFFFAOYSA-N

物化性质

• 熔点：
  45.5-46 °C
• 沸点：
  304.1±15.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-庚基吡啶-2-胺 在 sodium hydroxide 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 生成 3-[4-[2-[Heptyl(pyridin-2-yl)amino]ethoxy]phenyl]propanoic acid
  参考文献：
  名称：

  Design, synthesis, and biological activity of novel PPARγ ligands based on rosiglitazone and 15d-PGJ2

  摘要：

  To develop novel PPAR gamma ligands, we synthesized thirteen 3-{4-(2-aminoethoxy)phenyl}propanoic acid derivatives, which are designed based on the structures of rosiglitazone and 15d-PGJ(2). Among these compounds, compound 9 was found to be as potent as rosiglitazone in a binding assay and a preadipocyte differentiation test. Molecular modeling suggested that the nonyl group of 9 interacted with hydrophobic amino acid residues constructing the hydrophobic region of PPAR gamma protein where the alkyl chain of 15d-PGJ(2) is expected to be located. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.074
• 作为产物：
  描述：

  2-氨基吡啶 、 正庚醇 在 potassium tert-butylate 、 copper diacetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 144.0h， 以69%的产率得到N-庚基吡啶-2-胺
  参考文献：
  名称：

  ñ -通过铜催化氢autotransfer过程与醇差亲核性胺和磺酰胺衍生物的烷基化反应（II），乙酸

  摘要：

  乙酸铜（II）是一种通用，廉价且简单的催化剂，用于在所有情况下均使用伯醇作为苯酚的初始来源，以对具有不良亲核特性的氨基衍生物（例如芳族和杂芳族胺以及磺酰胺）进行选择性N-单烷基化。亲核试剂，通过氢自动转移过程。在磺酰胺的情况下，单烷基化过程随后是萘催化的还原性脱保护得到伯胺，这是氨直接单烷基化的间接替代方法。

  DOI：

  10.1016/j.tetlet.2009.11.009

文献信息

• An efficient, eco-friendly and sustainable tandem oxidative amidation of alcohols with amines catalyzed by heteropolyanion-based ionic liquids via a bifunctional catalysis process
  作者：Renzhong Fu、Yang Yang、Wei Feng、Qiuxia Ge、Yan Feng、Xiaojun Zeng、Wen Chai、Jun Yi、Rongxin Yuan

  DOI：10.1016/j.tet.2016.11.002

  日期：2016.12

  eco-friendly and sustainable method for the tandem oxidative amidation of alcohols with amines has been reported. Using heteropolyanion-based ionic liquids as the catalyst and tert-butyl hydroperoxide as the oxidant, this amidation reaction is operationally straightforward and provides a series of primary, secondary and tertiary amides derivatives in moderate to good yields. Solvent-free media, microwave-promoted

  已经报道了一种有效的，生态友好的和可持续的方法，用于醇与胺的串联氧化酰胺化。使用基于杂多阴离子的离子液体作为催化剂，使用叔丁基氢过氧化物作为氧化剂，该酰胺化反应操作简单，并以中等至良好的产率提供了一系列伯，仲和叔酰胺衍生物。无溶剂介质，微波促进条件和催化剂的可重复使用性是主要亮点。此外，在本报告中已对所提出的双功能催化机理进行了简要研究。
• Palladium(II) Acetate as Catalyst for the N-Alkylation of Aromatic Amines, Sulfonamides, and Related Nitrogenated Compounds with Alcohols by a Hydrogen Autotransfer Process
  作者：Diego Ramón、Ana Martínez-Asencio、Miguel Yus

  DOI：10.1055/s-0030-1260238

  日期：2011.11

  Palladium(II) acetate is a versatile, inexpensive, and simple catalyst for the selective N-monoalkylation of amino derivatives with poor nucleophilic character, such as aromatic and heteroaromatic amines as well as carboxamides, sulfonamides, and phos­phazenes, using, in all cases, primary alcohols as the initial source of the electrophile, through a hydrogen autotransfer process. The regioselectivity

  乙酸钯（II）是一种通用，廉价且简单的催化剂，用于在所有情况下均使用以下方法，对具有不良亲核特性的氨基衍生物（例如芳族和杂芳族胺以及羧酰胺，磺酰胺和磷腈）进行选择性N-单烷基化。通过氢自动转移过程，伯醇作为亲电子试剂的初始来源。苯并噻唑-2-胺烷基化的区域选择性与使用卤化亲电试剂发现的区域选择性相反。 醇-烷基化-胺-氢转移-钯
• Microwave-assisted heteropolyanion-based ionic liquid promoted sustainable protocol to N-heteroaryl amides via N-directing dual catalyzed oxidative amidation of aldehydes
  作者：Renzhong Fu、Yang Yang、Weihua Jin、Hui Gu、Xiaojun Zeng、Wen Chai、Yunsheng Ma、Quan Wang、Jun Yi、Rongxin Yuan

  DOI：10.1039/c6ra20961k

  日期：——

  A procedure for the synthesis of N-heteroaryl amides directly from oxidative amidation of aldehydes catalyzed by heteropolyanion-based ionic liquids has been reported. The proposed N-directing dual-catalysis mechanism was briefly investigated.

  报告了一种在杂多阴离子基离子液体催化下直接从醛的氧化酰胺化反应合成 N-杂芳基酰胺的方法。对所提出的 N-定向双催化机理进行了简要研究。
• Identification of novel PPARα ligands by the structural modification of a PPARγ ligand
  作者：Shinya Usui、Hiroki Fujieda、Takayoshi Suzuki、Naoaki Yoshida、Hidehiko Nakagawa、Naoki Miyata

  DOI：10.1016/j.bmcl.2006.03.031

  日期：2006.6

  To develop novel PPAR alpha ligands, we designed and synthesized several 3-3-[2-(nonylpyridin-2-ylamino)ethoxy]phenyl}-propanoic acid derivatives. Compound 10, the meta isomer of a PPAR gamma agonist 1, has been identified as a PPAR alpha ligand. The introduction of methyl and ethyl groups at the C-2 position of the propanoic acid of 10 further improved the PPAR alpha-binding potency. (c) 2006 Elsevier Ltd. All rights reserved.
• THE USE OF THE FUSED EUTECTIC OF SODIUM AMIDE AND POTASSIUM AMIDE IN ORGANIC SYNTHESES
  作者：F. W. BERGSTROM、H. G. STURZ、H. W. TRACY

  DOI：10.1021/jo01173a005

  日期：1946.5