5-Cyano-1-methylpyrrol-2-essigsaeure | 71290-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-Cyano-1-methylpyrrol-2-essigsaeure
• 英文别名: 5-cyano-1-methylpyrrole-2-acetic acid；5-cyano-1-methyl-1H-pyrrole-2-acetic acid；2-(5-cyano-1-methylpyrrol-2-yl)acetic acid
• CAS: 71290-65-8
• 化学式: C₈H₈N₂O₂
• 分子量: 164.164
• InChiKey: APMOBEWQZBWHBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Cyano-1-methylpyrrol-2-essigsaeure 、 对甲苯基溴化镁 生成 托麦汀
  参考文献：
  名称：

  KONDO, SEHJ;TSUNEHMOTO, OXIDEH;SUDA, MINORU

  摘要：

  DOI：
• 作为产物：
  描述：

  1-methyl-2-(2',2',2'-trichloro-1'-hydroxyethyl)pyrrole 生成 5-Cyano-1-methylpyrrol-2-essigsaeure
  参考文献：
  名称：

  KONDO, SEHJ;TSUNEHMOTO, OXIDEH;SUDA, MINORU

  摘要：

  DOI：

文献信息

• NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
  申请人：LES LABORATOIRES SERVIER

  公开号：US20200253993A1

  公开（公告）日：2020-08-13

  Compound of formula (I): wherein A 1 , A 2 , R a , R b , R c , R d , R 3 , R 4 , X, Y and G are as defined in the description, and their use in the manufacture of medicaments.

  公式(I)的化合物： 其中A1、A2、Ra、Rb、Rc、Rd、R3、R4、X、Y和G按描述中定义， 以及它们在药品制造中的用途。
• 1-Hydrocarbyl-pyrrole-2-acetic acid derivatives and their production
  申请人：Sagami Chemical Research Center

  公开号：US04238396A1

  公开（公告）日：1980-12-09

  5-Cyano-1-hydrocarbylpyrrole-2-acetic acid is converted to 5-acyl-1-hydrocarbylpyrrole-2-acetic acid by reaction with a Grignard reagent followed by hydrolysis. The cyano compound, novel per se, is produced by reacting 1-hydrocarbyl-2-(2',2',2'-trihalo-1'-hydroxyethyl)pyrrole with a cyanating reagent under basic conditions. The latter pyrrole is in turn formed by reacting 1-hydrocarbylpyrrole with trihaloacetaldehyde such as chloral, preferably in the presence of added organic acid catalyst.

  5-氰基-1-烃基吡咯-2-乙酸经与Grignard试剂反应后水解，转化为5-酰基-1-烃基吡咯-2-乙酸。该氰化化合物本身是新颖的，是通过在碱性条件下将1-烃基-2-(2'，2'，2'-三卤代-1'-羟基乙基)吡咯与氰化试剂反应而制得的。后者的吡咯则是通过将1-烃基吡咯与类似氯醛的三卤代乙醛反应而制得的，最好是在添加有机酸催化剂的情况下进行。
• Synthesis of 5-aroyl-1-hydrocarbylpyrrole-2-acetic acid
  申请人：Ethyl Corporation

  公开号：US04246176A1

  公开（公告）日：1981-01-20

  The reaction between a 5-cyano-1-hydrocarbylpyrrole-2-acetic acid and an aryl Grignard compound to produce a ketimine salt-containing reaction intermediate is improved by performing such reaction in an aromatic ether reaction medium at a temperature above about 100.degree. C. As compared to the previously known process, the reaction rate is markedly increased without loss of selectivity. Also, the water insolubility of aromatic ethers simplifies product work-up and recovery, reduces product losses, and facilitates solvent recovery and recycle. Preferably, the aryl Grignard reagent is prepared at the outset in tetrahydrofuran or methyl tetrahydrofuran--solvents in which such Grignard reagents are readily and safely produced. The resultant Grignard solution may then be employed in forming the aromatic ether-containing reaction medium in which the above reaction is conducted.

  一种5-氰基-1-烃基吡咯-2-乙酸和芳基格氏试剂反应，生成含有酮亚胺盐的反应中间体的反应，通过在温度高于约100°C的芳香醚反应介质中进行反应来改进。与先前已知的过程相比，反应速率显着增加，而不会失去选择性。此外，芳香醚的水不溶性简化了产品的工作和回收，减少了产品损失，并促进了溶剂的回收和再利用。最好在四氢呋喃或甲基四氢呋喃中制备芳基格氏试剂，这些溶剂中可以安全地制备这种格氏试剂。然后可以使用所得的格氏试剂溶液来形成含有芳香醚的反应介质，进行上述反应。
• NOUVEAUX DERIVES MACROCYCLIQUES, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES QUI LES CONTIENNENT
  申请人：Les Laboratoires Servier

  公开号：EP3700911A1

  公开（公告）日：2020-09-02
• JPS5481264A
  申请人：——

  公开号：JPS5481264A

  公开（公告）日：1979-06-28