N-(furan-2-ylmethyl)nicotinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(furan-2-ylmethyl)nicotinamide
• 英文别名: N-[(Furan-2-YL)methyl]pyridine-3-carboxamide；N-(furan-2-ylmethyl)pyridine-3-carboxamide
• 化学式: C₁₁H₁₀N₂O₂
• mdl: MFCD00455894
• 分子量: 202.213
• InChiKey: OLEYYNUSGLFIKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨甲基吡啶 、 烟酰胺 在 苯甲酸 作用下， 以 对二甲苯 为溶剂， 反应 8.0h， 以93%的产率得到N-(furan-2-ylmethyl)nicotinamide
  参考文献：
  名称：

  苯甲酸催化氨基甲酰胺，邻苯二甲酰亚胺，尿素和硫代酰胺与胺的转氨基反应

  摘要：

  AbstractAn efficient and simple method for the transamidation of carboxamides, phthalimide, ureas and thioamide with amines catalyzed by commercially available benzoic acid under metal‐free conditions is described. Furthermore, to the best of our knowledge, this is the first report about the transamidation of an aromatic thioamide with amines.magnified image

  DOI：

  10.1002/adsc.201400068

文献信息

• Process for the preparation of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
  申请人：Muller W. George

  公开号：US20080064876A1

  公开（公告）日：2008-03-13

  The present invention provides processes for the preparation of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-diones which are useful, for example, for preventing or treating diseases or conditions related to an abnormally high level or activity of TNF-α. The invention can provide cost-effective and efficient processes for the commercial production of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-diones, including, but not limited to, 4-[(N,N-dimethylhydrazono)methyl]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione, 4-aminomethyl-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione, and 4-[(acylamino)methyl]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-diones.

  本发明提供了制备取代的2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮的方法，该方法可用于预防或治疗与TNF-α水平或活性异常高相关的疾病或病况。该发明可以提供成本效益高且高效的方法，用于商业生产取代的2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮，包括但不限于4-[(N,N-二甲基肼)甲基]-2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮、4-氨甲基-2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮和4-[(酰胺基)甲基]-2-(2,6-二氧代哌啶-3-基)异吲哚-1,3-二酮。
• Iodine-Promoted N-Acylation of Amines with Hydrazide: An Efficient Metal-Free Amidation
  作者：Keyume Ablajan、Long Tian、Qianwei Zhang

  DOI：10.1055/a-1838-9491

  日期：2022.10

  protocol for the amidation of hydrazide with amine has been developed by utilizing I2 as an oxidant under metal- and base-free conditions at room temperature. N-Acylation products of amines were obtained in good to excellent yields without using toxic reagents. This method is operationally straightforward and tolerates aliphatic/aromatic and primary/secondary amines with different hydrazides.

  通过在室温下在无金属和无碱条件下使用 I 2作为氧化剂，开发了一种用于酰肼与胺的酰胺化的有效方案。在不使用有毒试剂的情况下，以良好至极好的收率获得了胺的 N-酰化产物。该方法操作简单，可耐受脂肪族/芳香族和伯/仲胺与不同的酰肼。
• [EN] PROCESSES FOR THE PREPARATION OF SUBSTITUTED 2-(2,6-DIOXOPIPERIDIN-3-YL)ISOINDOLE-1,3-DIONE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 2-(2,6-DIOXOPIPÉRIDIN-3-YL)ISOINDOLE-1,3-DIONE SUBSTITUÉ
  申请人：CELGENE CORP

  公开号：WO2007136640A2

  公开（公告）日：2007-11-29

  [EN] The present invention provides processes for the preparation of substituted 2-(2,6- dioxopiperidin-3-yl)isoindole-l,3-diones which are useful, for example, for preventing or treating diseases or conditions related to an abnormally high level or activity of TNF-a.The invention can provide cost-effective and efficient processes for the commercial production of substituted 2-(2,6-dioxopiperidin-3-yl)isoindole-l,3-diones, including, but not limited to, 4- [(N,N-dimethylhydrazono)methyl]-2-(2,6-dioxopiperidin-3-yl)isoindole-1.3-dione, 4-aminornethyl-2-(2,6-dioxopiperidin-3-yl)isoindole-l,3-dione, and 4-[(acylamino)methyl]-2- (2,6-dioxopiperidin-3-yl)isoindole-l,3-diones.
  [FR] La présente invention concerne des procédés de préparation de 2-(2,6- dioxopipéridin-3-yl)isoindole-1,3-dione substitués utiles, par exemple, pour prévenir ou traiter des maladies ou de conditions pathologiques associées à un niveau ou une activité anormalement élevé(e) de TNF-a. L'invention peut fournir des procédés économiques et efficaces de production commerciale de 2-(2,6-dioxopipéridin-3-yl)isoindole-1,3-diones substitués, comprenant, entre autres, 4- [(N,N-diméthylhydrazono)méthyl]-2-(2,6-dioxopipéridin-3-yl)isoindole-1.3-dione, 4-aminométhyl-2-(2,6-dioxopipéridin-3-yl)isoindole-1,3-dione, et 4-[(acylamino)méthyl]-2- (2,6-dioxopipéridin-3-yl)isoindole-1,3-diones.
• Benzoic Acid-Catalyzed Transamidation Reactions of Carboxamides, Phthalimide, Ureas and Thioamide with Amines
  作者：Ji-Wei Wu、Ya-Dong Wu、Jian-Jun Dai、Hua-Jian Xu

  DOI：10.1002/adsc.201400068

  日期：2014.8.11

  AbstractAn efficient and simple method for the transamidation of carboxamides, phthalimide, ureas and thioamide with amines catalyzed by commercially available benzoic acid under metal‐free conditions is described. Furthermore, to the best of our knowledge, this is the first report about the transamidation of an aromatic thioamide with amines.magnified image