N-(piperidin-1-yl)benzamide | 5454-07-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(piperidin-1-yl)benzamide
• 英文别名: N-piperidin-1-ylbenzamide
• CAS: 5454-07-9
• 化学式: C₁₂H₁₆N₂O
• mdl: MFCD00961868
• 分子量: 204.272
• InChiKey: ITNXJLXLFAFOHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  N-(piperidin-1-yl)benzamide 在 盐酸 、 sodium nitrite 作用下， 生成 5-(N'-benzoyl-N-nitroso-hydrazino)-valeric acid
  参考文献：
  名称：

  Nitrosative Cleavage of N',N'-Dialkylhydrazides and Tertiary Amines

  摘要：

  DOI：

  10.1021/jo01091a042
• 作为产物：
  描述：

  N-[2,6-bis(benzotriazol-1-yl)piperidin-1-yl]benzamide 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到N-(piperidin-1-yl)benzamide
  参考文献：
  名称：

  The chemistry of benzotriazole. A novel and versatile synthesis of 1-alkyl-, 1-aryl-, 1-(alkylamino)-, or 1-amido-substituted and of 1,2,6-trisubstituted piperidines from glutaraldehyde and primary amines or monosubstituted hydrazines

  摘要：

  DOI：

  10.1021/jo00297a041

文献信息

• Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols
  作者：Subramanian Thiyagarajan、Chidambaram Gunanathan

  DOI：10.1021/acs.orglett.0c02369

  日期：2020.8.21

  Herein, direct N,N-dialkylation of acylhydrazides using alcohols is reported. This catalytic protocol provides one-pot synthesis of both symmetrical and unsymmetrical N,N-disubstituted acylhydrazides using an assortment of primary and secondary alcohols with remarkable selectivity and excellent yields. Interestingly, the use of diols resulted in intermolecular cyclization of acylhydrazides, and such

  在本文中，报道了使用醇将酰肼直接进行N，N-二烷基化。该催化方案使用各种伯醇和仲醇，具有显着的选择性和优异的收率，可以一锅法合成对称和不对称的N，N-二取代的酰肼。有趣的是，使用二醇导致酰肼的分子间环化，并且此类产物是生物活性化合物中的优先结构。水是唯一的副产物，这使得该催化方案可持续且对环境无害。
• NOVEL COMPOUNDS AS INHIBITORS OF RENIN
  申请人：Thombare Pravain

  公开号：US20120115907A1

  公开（公告）日：2012-05-10

  The present invention relates to novel renin inhibitors of general formula (1), novel intermediates involved in their synthesis, their pharmaceutically acceptable salts and pharmaceutical compositions containing them. The present invention also relates to a process of preparing compounds of general formula (1), their tautomeric forms, their pharmaceutically acceptable salts, pharmaceutical compositions containing them, and novel intermediates involved in their synthesis.

  本发明涉及一般式（1）的新型肾素抑制剂，其合成中涉及的新型中间体，它们的药用盐以及含有它们的药物组合物。本发明还涉及制备一般式（1）化合物的方法，它们的互变异构体形式，它们的药用盐，含有它们的药物组合物，以及合成中涉及的新型中间体。
• METHOD FOR PRODUCING OPTICALLY ACTIVE 3-AMINOPIPERIDINE OR SALT THEREOF
  申请人：Mori Kohei

  公开号：US20100105917A1

  公开（公告）日：2010-04-29

  The present invention relates to a method for producing an optically active 3-aminopiperidine or salt thereof. In the method, a racemic nipecotamide is stereoselectively hydrolyzed to obtain an optically active nipecotamide and an optically active nipecotic acid in the presence of an enzyme source derived from an organism, and then the optically active nipecotamide is derived into an optically active aminopiperidine or salt thereof by aroylation, Hofmann rearrangement, deprotection of the amino group and further deprotection; or the optically active nipecotamide is derived into an optically active aminopiperidine or salt thereof by selective protection with BOC, Hofmann rearrangement and further deprotection. It is possible by the present invention to produce an optically active 3-aminopiperidine or salt thereof useful as a pharmaceutical intermediate from an inexpensive and easily available starting material by easy method applicable to industrial manufacturing.

  本发明涉及一种生产光学活性3-氨基哌啶或其盐的方法。在该方法中，通过在有机体衍生的酶源存在下，立体选择性水解一个混合的尼皮科酰胺来获得光学活性尼皮科酰胺和光学活性尼皮科酸，然后通过酰化、霍夫曼重排、氨基保护基的去除和进一步的去保护，将光学活性尼皮科酰胺转化为光学活性氨基哌啶或其盐；或者通过用BOC进行选择性保护、霍夫曼重排和进一步的去保护，将光学活性尼皮科酰胺转化为光学活性氨基哌啶或其盐。通过本发明，可以从廉价且易得的起始材料中通过简单的工业制造方法生产出一种作为药物中间体有用的光学活性3-氨基哌啶或其盐。
• Green Synthesis of Acylhydrazides Involving a Heterocyclic Moiety using Terminal Dihaloalkanes in Organic Salt Media under Solvent-Free Conditions
  作者：Gholamhassan Imanzadeh、Roghayyeh Asgharzadeh、Zahra Soltanzadeh

  DOI：10.2174/1570178619666220127123822

  日期：2022.11

  presence of DABCO (1,4-diazabicyclo[2.2.2]octane) and TBAB (tetrabutylammonium bromide) undergo a facile intramolecular N2-double-alkylation to form pyrrolidine and piperidine ring derivatives under solvent-free conditions. Moreover, the alkylation of acyl hydrazide with 1,6-dibromohexane as substrate produced the related N2-mono-alkylated derivatives under the same conditions. Interestingly, using K2CO3

  摘要：本文研究了一些酰肼与不同末端二溴代烷烃的反应。该研究表明，在 DABCO（1,4-二氮杂双环[2.2.2]辛烷）和 TBAB（四丁基溴化铵）存在下，酰肼与 1,4 和 1,5-二溴代烷烃的反应容易发生分子内 N2-双-烷基化在无溶剂条件下形成吡咯烷和哌啶环衍生物。此外，在相同条件下，以1,6-二溴己烷为底物对酰肼进行烷基化反应生成了相关的N2-单烷基化衍生物。有趣的是，在 1,6-二溴己烷的反应中使用 K2CO3 作为碱会产生含有氮杂环己烷环的酰肼。令人惊讶的是，4-硝基苯并酰肼与 1,2-二溴乙烷的直接烷基化产生恶二嗪环衍生物。
• Development of a Nickel-Catalyzed N–N Coupling for the Synthesis of Hydrazides
  作者：Jay P. Barbor、Vaishnavi N. Nair、Kimberly R. Sharp、Trevor D. Lohrey、Sara E. Dibrell、Tejas K. Shah、Martin J. Walsh、Sarah E. Reisman、Brian M. Stoltz

  DOI：10.1021/jacs.3c04834

  日期：2023.7.19

  A nickel-catalyzed N–N cross-coupling for the synthesis of hydrazides is reported. O-Benzoylated hydroxamates were efficiently coupled with a broad range of aryl and aliphatic amines via nickel catalysis to form hydrazides in an up to 81% yield. Experimental evidence implicates the intermediacy of electrophilic Ni-stabilized acyl nitrenoids and the formation of a Ni(I) catalyst via silane-mediated

  报道了用于合成酰肼的镍催化 N-N 交叉偶联。O-苯甲酰化异羟肟酸酯通过镍催化与多种芳基胺和脂肪胺有效偶联，形成酰肼，产率高达 81%。实验证据表明亲电 Ni 稳定的酰基氮烯类化合物的中介作用以及通过硅烷介导的还原形成 Ni(I) 催化剂。该报告构成了与脂肪族仲胺相容的分子间 N-N 偶联的第一个例子。