3-(1-methylpyrrolidin-2-yl)propionitrile | 91274-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-(1-methylpyrrolidin-2-yl)propionitrile
• 英文别名: 3-(N-methylpyrrolidin-2-yl)propionitrile；3-(1-Methylpyrrolidin-2-yl)propanenitrile
• CAS: 91274-97-4
• 化学式: C₈H₁₄N₂
• 分子量: 138.213
• InChiKey: MGOLIPUHUVMVNO-UHFFFAOYSA-N

物化性质

• 沸点：
  231.7±13.0 °C(Predicted)
• 密度：
  0.938±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(1-methylpyrrolidin-2-yl)propionitrile 、 对甲苯基溴化镁 生成 1-(4-Methylphenyl)-3-(1-methylpyrrolidin-2-yl)propan-1-one
  参考文献：
  名称：

  ITO, YASUO;KATO, XIDEHO;KOGAVA, NOBUO;YAMAGISI, TEHRUSATO;KOSINAKA, EHJIT+

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-氯乙基)-1-甲基吡咯烷 生成 3-(1-methylpyrrolidin-2-yl)propionitrile
  参考文献：
  名称：

  ITO, YASUO;KATO, XIDEHO;KOGAVA, NOBUO;YAMAGISI, TEHRUSATO;KOSINAKA, EHJIT+

  摘要：

  DOI：

文献信息

• Highly efficient photochemical addition of tertiary amines to electron deficient alkenes. Diastereoselective addition to (5R)-5-menthyloxy-2[5H]-furanone
  作者：Samuel Bertrand、Cédric Glapski、Norbert Hoffmann、Jean-Pierre Pete

  DOI：10.1016/s0040-4039(99)00451-7

  日期：1999.4

  efficiently (isolated yields up to 94%) to (5R)-5-mentyloxy-2[5H]-furanone. The addition, which follows a radical chain mechanism initiated by a photoinitiated electron transfer (PET) from the tertiary amine to the excited aromatic ketone, occurs with a complete facial selectivity on the furanone ring. The method can be generalized to the addition of tertiary amines and N-protected secondary amines to electron

  衍生自吡咯烷的叔胺可以非常有效地（分离产率高达94％）添加到（5 R）-5-薄荷基氧基-2 [5 H ]-呋喃酮中。该加成遵循自由基链机理，该自由基链机理是由光引发的电子从叔胺转移至被激发的芳族酮而引发的，在呋喃酮环上具有完全的面部选择性。该方法可以推广到向缺电子的烯烃中添加叔胺和N-保护的仲胺。
• 5-HT 3 RECEPTOR AGONIST, NOVEL THIAZOLE DERIVATIVE, AND INTERMEDIATE THEREFOR
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0749966A1

  公开（公告）日：1996-12-27

  A 5-HT3 receptor agonist containing a thiazole derivative represented by general formula (I) as the effective ingredient; a specified compound useful as a 5-HT3 receptor agonist; and a specified thioamide derivative useful as an intermediate therefor. wherein each symbol represents the following meaning: Ring A: the following ring which may be substituted by one or more substituents selected from the group consisting of a halogen atom, a lower alkyl group and a lower alkoxyl group: 1) a benzene ring, or 2) a 5-membered or 6-membered unsaturated heterocyclic ring having one or two hetero atoms selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, L1 and L2: one of them represents a single bond, and the other one represents non-existence, or an alkylene group having 1 to 4 carbon atoms or an alkenylene group having 2 to 5 carbon atoms, R: a group represented by one of the following formulae: L3: a lower alkylene group, L4: a single bond or a lower alkylene group, R1 and R2: the same or different and individually a hydrogen atom, a lower alkyl group or an amino-protecting group, R3: a hydrogen atom, a lower alkyl group, an oxo group or a protected or unprotected amino group, R4: non-existence or a hydrogen atom, a lower alkyl group, an aralkyl group or an amino-protecting group, Ring B: the following monocyclic or bicyclic ring which may contain an oxygen atom: 1) a nitrogen-containing saturated heterocyclic ring having 4 to 16 ring-forming atoms, or 2) a nitrogen-containing heterocyclic ring having one unsaturated bond and 4 to 16 ring-forming atoms, and Ring D: a saturated carbon ring having 4 to 8 ring-forming atoms,

  一种 5-HT3 受体激动剂，含有作为有效成分的通式(I)代表的噻唑衍生物；一种用作 5-HT3 受体激动剂的特定化合物；以及一种用作其中间体的特定硫酰胺衍生物。 其中各符号代表以下含义： 环 A：可被选自卤素原子、低级烷基和低级烷氧基的一个或多个取代基取代的下环： 1) 苯环，或 2) 5 元或 6 元不饱和杂环，其中有一个或两个杂原子，选自由氮原子、氧原子和硫原子组成的组、 L1 和 L2：其中一个代表单键，另一个代表不存在的键，或代表具有 1 至 4 个碳原子的亚烷基或具有 2 至 5 个碳原子的烯基、 R：由下式之一代表的基团： L3：低级亚烷基、 L4：单键或低级亚烷基、 R1和R2：相同或不同，各自为氢原子、低级烷基或氨基保护基团、 R3：一个氢原子、一个低级烷基、一个氧代基团或一个受保护或不受保护的氨基、 R4：不存在或为氢原子、低级烷基、芳烷基或氨基保护基团、 环 B：可含有一个氧原子的单环或双环： 1) 具有 4 至 16 个成环原子的含氮饱和杂环，或 2) 具有一个不饱和键和 4 至 16 个成环原子的含氮杂环，以及 环 D：具有 4 至 8 个成环原子的饱和碳环、
• Highly Efficient and Stereoselective Radical Addition of Tertiary Amines to Electron-Deficient Alkenes − Application to the Enantioselective Synthesis of Necine Bases
  作者：Samuel Bertrand、Norbert Hoffmann、Jean-Pierre Pete

  DOI：10.1002/1099-0690(200006)2000:12<2227::aid-ejoc2227>3.3.co;2-#

  日期：2000.6
• Heteroatom-Directed Alkylcyanation of Alkynes
  作者：Yoshiaki Nakao、Akira Yada、Tamejiro Hiyama

  DOI：10.1021/ja1017078

  日期：2010.7.28

  Alkanenitriles having a heteroatom such as nitrogen, oxygen, and sulfur at the gamma-position are found to add across alkynes stereo- and regioselectively by nickel/Lewis acid catalysis to give highly substituted acrylonitriles. The heteroatom functionalities likely coordinate to the nickel center to make oxidative addition of the C-CN bonds of the alkyl cyanides kinetically favorable, forming a five-membered nickelacycle intermediate and, thus, preventing beta-hydride elimination to allow the alkylcyanation reaction.
• ITO, YASUO;KATO, XIDEHO;KOGAVA, NOBUO;YAMAGISI, TEHRUSATO;KOSINAKA, EHJIT+
  作者：ITO, YASUO、KATO, XIDEHO、KOGAVA, NOBUO、YAMAGISI, TEHRUSATO、KOSINAKA, EHJIT+

  DOI：——

  日期：——