2,4,5-trimethyl-3-formylpyrrole | 288089-52-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4,5-trimethyl-3-formylpyrrole
• 英文别名: 3-formyl-2,4,5-trimethylpyrrole；2,4,5-trimethyl-pyrrole-3-carbaldehyde；2,4,5-Trimethyl-pyrrol-3-carbaldehyd；2,4,5-trimethyl-1H-pyrrole-3-carbaldehyde
• CAS: 288089-52-1
• 化学式: C₈H₁₁NO
• mdl: MFCD12827508
• 分子量: 137.181
• InChiKey: INIKRFIBCIHMIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2,3,4-三甲基-1H-吡咯 、 2,4,5-trimethyl-3-formylpyrrole 在 氢溴酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以70%的产率得到2',3,4,4',5,5'-hexamethyl-2,3'-dipyrrylmethene hydrobromide
  参考文献：
  名称：

  摘要：

  New data on the spectral properties and solution enthalpies of unsymmetrically substituted 2-(alkyl-2-pyrrolylmethylidene) methylpyrrolium bromides (or alpha,alpha-dipyrrylmethene hydrobromides), their alpha,beta-, beta,beta-isomers, as well as their oxa and thia analogs, that is, 2-(2-furylmethylidene)- and 2-(2-thienylmethylidene)-3,4,5-trimethyl-1H-pyrrolium bromides, in solutions of organic solvents of different nature are presented. A decrease in the number of substituents, as well as replacement of the heteroatom (N) in one five-membered ring of the dipyrrylmetnehe by oxygen or sulfur atoms cause a monotonic hypsochromic shift of absorption bands in the electronic absorption spectrum and weakening of the chromophore properties of the compounds. The chromophore properties of isomers are weakened from the alpha,alpha- to alpha,beta- and beta,beta-dipyrrylmethenes. Main trends in the influence of structural factors on the specific features of thermooxidative destruction of the above-mentioned compounds were analyzed.

  DOI：

  10.1023/a:1026064923515
• 作为产物：
  描述：

  2,3,5-三甲基-4-吡咯羧酸乙酯 在 氢氧化钾 、 三氯氧磷 作用下， 以 乙二醇 为溶剂， 反应 3.5h， 生成 2,4,5-trimethyl-3-formylpyrrole
  参考文献：
  名称：

  Berezin; Semeikin; Antina, Russian Journal of General Chemistry, 1999, vol. 69, # 12, p. 1949 - 1955

  摘要：

  DOI：

文献信息

• Synthesis of silylated β-enaminones and applications to the synthesis of silyl heterocycles
  作者：Luis A Calvo、Ana M González-Nogal、Alfonso González-Ortega、M.Carmen Sañudo

  DOI：10.1016/s0040-4039(01)01966-9

  日期：2001.12

  Silyl β-enaminones have been synthesized by reductive cleavage of silylisoxazoles. These versatile synthons bearing the silyl group in different positions of the enamino ketonic system are of great interest in the construction of a variety of penta- and hexaheterocycles, which, in general, retain the silyl group attached at the ring or in a side chain.

  甲硅烷基β-烯胺酮已通过还原裂解甲硅烷基异恶唑而合成。这些在烯胺酮酮体系的不同位置带有甲硅烷基的通用合成子对于构建各种五-和六杂环通常具有很大的兴趣，这些五-和六-杂环通常保持连接在环或侧链上的甲硅烷基。
• Heterocyclic antiviral compounds
  申请人：Gabriel Stephen Deems

  公开号：US20090093501A1

  公开（公告）日：2009-04-09

  This invention relates to piperidine derivatives of formula I wherein R 1 , R 2 , R 3 , R 4 and Y are as defined herein useful in the treatment of a variety of disorders, including those in which the modulation of CCR5 receptors is implicated. Disorders that may be treated or prevented by the present derivatives include HIV and genetically related retroviral infections (and the resulting acquired immune deficiency syndrome, AIDS), rheumatoid arthritis, solid organ transplant reject (graft vs. host disease), asthma and COPR.

  该发明涉及式I的哌啶衍生物，其中R1、R2、R3、R4和Y如本文所定义，用于治疗多种疾病，包括那些涉及CCR5受体调节的疾病。通过目前的衍生物可治疗或预防的疾病包括HIV和遗传相关的逆转录病毒感染（及由此导致的获得性免疫缺陷综合征，艾滋病），类风湿性关节炎，固体器官移植排斥（移植物抗宿主病），哮喘和慢性阻塞性肺疾病。
• PROCESS FOR PRODUCING PYRROLE COMPOUND
  申请人：Ikemoto Tomomi

  公开号：US20110306769A1

  公开（公告）日：2011-12-15

  The present invention provides a production method of a sulfonylpyrrole compound useful as a pharmaceutical product, a production method of an intermediate used for the method, and a novel intermediate. The present invention relates to a method of producing sulfonylpyrrole compound (VIII), which includes reducing compound (III) and hydrolyzing the reduced product to give compound (IV), subjecting compound (IV) to a sulfonylation reaction to give compound (VI), and subjecting compound (VI) to an amination reaction.

  本发明提供了一种作为药物产品有用的磺酰吡咯化合物的生产方法，一种用于该方法的中间体的生产方法，以及一种新的中间体。本发明涉及一种生产磺酰吡咯化合物（VIII）的方法，包括还原化合物（III）并水解还原产物以得到化合物（IV），将化合物（IV）经过磺酰化反应得到化合物（VI），并将化合物（VI）经过胺化反应。
• METHOD FOR PRODUCING SULFONYL CHLORIDE COMPOUND
  申请人：TAKEDA PHARMACEUTICAL COMPANY LIMITED

  公开号：US20160009646A1

  公开（公告）日：2016-01-14

  An object of the present invention is to provide a production method of an intermediate used in the production method of a sulfonylpyrrole compound useful as a pharmaceutical product. The present invention relates to a method of producing sulfonylpyrrole compound (VI) by reacting a pyridine-3-sulfonic acid compound with phosphorus pentachloride in a solvent of chlorobenzene or trifluoromethylbenzene to give a pyridine-3-sulfonyl chloride compound, reacting the compound without isolation with compound (III) to give compound (IV), and subjecting the compound (IV) to a reductive amination reaction. wherein R 2 is a hydrocarbon group etc. and R 3 and R 4 are each a hydrogen atom etc., wherein R 1 is an optionally substituted pyridin-3-yl group, and the other symbols are as defined above, wherein R 5 is an alkyl group and the other symbols are as defined above.

  本发明的目的是提供一种用于制备作为药物产品有用的磺酰基吡咯化合物制备方法中所使用的中间体的生产方法。本发明涉及一种通过在氯代苯或三氟甲基苯溶剂中将吡啶-3-磺酸化合物与五氯化磷反应以得到吡啶-3-磺酰氯化合物，将该化合物在不分离的情况下与化合物(III)反应以得到化合物(IV)，并将化合物(IV)进行还原胺化反应以制备磺酰基吡咯化合物(VI)的方法。其中，R2是一个碳氢基团等，R3和R4分别是氢原子等，R1是一个可选取代的吡啶-3-基基团，其它符号如上所定义，其中R5是一个烷基团，其它符号如上所定义。
• Fischer; Zerweck, Chemische Berichte, 1923, vol. 56, p. 526
  作者：Fischer、Zerweck

  DOI：——

  日期：——