N²-methyl-N²-phenyl-pyridine-2,3-diyldiamine | 89154-12-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N²-methyl-N²-phenyl-pyridine-2,3-diyldiamine
• 英文别名: N²-Methyl-N²-phenyl-pyridin-2,3-diyldiamin；N2-methyl-N2-phenyl-2,3-pyridinediamine；2-N-methyl-2-N-phenylpyridine-2,3-diamine
• CAS: 89154-12-1
• 化学式: C₁₂H₁₃N₃
• 分子量: 199.255
• InChiKey: ZIIOEWIXAIJRKC-UHFFFAOYSA-N

物化性质

• 熔点：
  81.9-83.2 °C
• 沸点：
  380.4±27.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N²-methyl-N²-phenyl-pyridine-2,3-diyldiamine 在 铜 作用下， 生成 N-methyl-α-carboline
  参考文献：
  名称：

  Abramovitch et al., Journal of the Chemical Society, 1954, p. 4263,4265

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(methylphenylamino)-3-nitropyridine 在 甲醇 、 镍 作用下， 生成 N²-methyl-N²-phenyl-pyridine-2,3-diyldiamine
  参考文献：
  名称：

  Abramovitch et al., Journal of the Chemical Society, <1954> 4263, 4265

  摘要：

  DOI：

文献信息

• Nitro, amino and aroylamino-N-phenylpyridinamines in a process for
  申请人：A. H. Robins Company, Incorporated

  公开号：US04558132A1

  公开（公告）日：1985-12-10

  Nitro, amino and aroylamino-N-phenylpyridinamines as chemical intermediates and/or having antidepressant activity having the formula ##STR1## wherein R.sup.3 is nitro, amino or aroylamino, and Q is hydrogen, --NR.sup.1 R.sup.2 or halogen are disclosed in a process for preparing pyrido[1,4]benzodiazepines.

  硝基、氨基和芳酰氨基-N-苯基吡啶胺作为化学中间体和/或具有抗抑郁活性的化合物，其化学式为##STR1##其中R.sup.3是硝基、氨基或芳酰氨基，Q是氢、-NR.sup.1 R.sup.2或卤素，在制备吡啶并[1,4]苯并二氮杂环己烷的过程中被揭示。
• A rapid synthetic method of pyridobenzodiazepines
  作者：Fuqiang Shi、Xu Bai、Qun Dang、Long Zhang

  DOI：10.1007/s11164-010-0135-4

  日期：2010.4

  A new one-pot Bischler–Napeiralski type cyclization reaction between pyridine-1,2-diamines and various carboxylic acids with PPA as catalyst to prepare pyridobenzodiazepines is proposed. In the new synthetic route, the reaction time is only one-third of the methods reported. The synthetic strategy provides an efficient way to prepare novel structurally diversified heterocyclic compounds of pyridobenzodiazepine family with potential pharmaceutical or biological activities.

  以 PPA 为催化剂，提出了一种新的吡啶-1,2-二胺与各种羧酸的一锅式 Bischler-Napeiralski 型环化反应，以制备吡啶并二氮杂卓。在新的合成路线中，反应时间只有已报道方法的三分之一。该合成策略为制备具有潜在药物或生物活性的吡啶并二氮杂环化合物提供了一种有效的方法。
• ALPHA-CARBOLINE DERIVATIVES AND METHODS FOR PREPARATION THEREOF
  申请人：Mizuno Masahiro

  公开号：US20090326229A1

  公开（公告）日：2009-12-31

  To provide methods for preparing alpha-carboline derivatives in few steps, as well as conveniently and industrially advantageously. A method for preparation of a compound represented by Formula (II) or a salt thereof, comprising subjecting a compound represented by Formula (I) or a salt thereof to a ring closure reaction in the presence of a palladium catalyst, a ligand, and a base; a method for preparation of a compound represented by Formula (IX) or a salt thereof, comprising subjecting a compound represented by Formula (VII) or a salt thereof to a ring closure reaction in the presence of a palladium catalyst, a ligand, and a base, and subsequently to an aromatization reaction; and methods for preparation of compounds represented by Formulae (XV), (XVII), and (XIX) or a salt thereof, comprising subjecting respective compounds represented by Formulae (II) and (IX) or a salt thereof to a reaction for introducing a leaving group when necessary, and subsequently to a coupling reaction: wherein the symbols respectively represent the same meaning as defined in the present specification.

  提供几步制备α-咔啉衍生物的方法，以及方便和具有工业优势的方法。一种制备式（II）化合物或其盐的方法，包括在钯催化剂、配体和碱的存在下，将式（I）化合物或其盐进行环闭合反应；一种制备式（IX）化合物或其盐的方法，包括在钯催化剂、配体和碱的存在下，将式（VII）化合物或其盐进行环闭合反应，然后进行芳构化反应；以及制备式（XV）、（XVII）和（XIX）化合物或其盐的方法，包括在必要时将式（II）和（IX）化合物或其盐分别进行引入离去基团的反应，然后进行偶联反应：其中符号分别表示本说明书中定义的相同含义。
• Nitro, amino and aroylamino-N-phenylpyridinamines and their use in a process for preparing pyrido(1,4)benzodiazapines
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：EP0099614A2

  公开（公告）日：1984-02-01

  Nitro, amino and aroylamino-N-phenylpyridinamines as chemical intermediates and/or having antidepressant activity having the formula wherein R3 is nitro, amino or aroylamino, and Q is hydrogen, -NR'R2 or halogen are disclosed in a process for preparing pyrido[1,4]benzodiazepines, which have antidepressant activity.

  硝基、氨基和甲酰基氨基-N-苯基吡啶胺作为化学中间体和/或具有抗抑郁活性，其式为 其中 R3 为硝基、氨基或甲酰氨基，Q 为氢、-NR'R2 或卤素，本发明公开了一种具有抗抑郁活性的吡啶并[1,4]苯并二氮杂卓的制备工艺。
• Abramovitch et al., Journal of the Chemical Society, <1954> 4263, 4265
  作者：Abramovitch et al.

  DOI：——

  日期：——