6-bromo-N-(2-hydroxyethyl)picolinamide | 477220-44-3

• 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: 6-bromo-N-(2-hydroxyethyl)picolinamide
• 英文别名: 6-Bromo-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide；6-bromo-N-(2-hydroxyethyl)pyridine-2-carboxamide
• CAS: 477220-44-3
• 化学式: C₈H₉BrN₂O₂
• 分子量: 245.076
• InChiKey: XCGZGEQISUKZBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-N-(2-hydroxyethyl)picolinamide 在 ammonium hydroxide 、 正丁基锂 、 草酰氯 、 铜 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 异丙醇 、 甲苯 为溶剂， 反应 45.0h， 生成 N-(di-tert-butylphosphino)-[2-(4',5'-dihydrooxazol-2'-yl)pyridine]-6-amine
  参考文献：
  名称：

  Ruthenium(II) pincer complexes with oxazoline arms for efficient transfer hydrogenation reactions

  摘要：

  Well-defined (PNN)-N-N-N-C pincer ruthenium complexes bearing both strong phosphine and weak oxazoline donors were developed. These easily accessible complexes exhibit significantly better catalytic activity in transfer hydrogenation of ketones compared to their (PNP)-P-3 analogs. These reactions proceed under mild and base-free conditions via protonation-deprotonation of the 'NH' group in the aromatization-dearomatization process. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.041
• 作为产物：
  描述：

  6-溴-2-吡啶羧酸 在 草酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 6-bromo-N-(2-hydroxyethyl)picolinamide
  参考文献：
  名称：

  Ruthenium(II) pincer complexes with oxazoline arms for efficient transfer hydrogenation reactions

  摘要：

  Well-defined (PNN)-N-N-N-C pincer ruthenium complexes bearing both strong phosphine and weak oxazoline donors were developed. These easily accessible complexes exhibit significantly better catalytic activity in transfer hydrogenation of ketones compared to their (PNP)-P-3 analogs. These reactions proceed under mild and base-free conditions via protonation-deprotonation of the 'NH' group in the aromatization-dearomatization process. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.041

文献信息

• Synthesis of Functionalized Pyridines via a Regioselective Oxazoline Promoted C–H Amidation Reaction
  作者：Tracy M. M. Maiden、Stephen Swanson、Panayiotis A. Procopiou、Joseph P. A. Harrity

  DOI：10.1021/acs.orglett.6b01612

  日期：2016.7.15

  The first Rh-catalyzed C–H amidation of pyridines is reported. The incorporation of a substituent at the C2 position both is crucial to the success of this transformation and provides considerable scope for further elaboration of the resulting products. Among these compounds, 2-chloropyridines allow access to a selection of intermediates including a versatile azaquinazoline scaffold.

  据报道，吡啶第一次被Rh催化的C–H酰胺化反应。在C 2位上引入取代基不仅对这种转化的成功至关重要，而且为进一步精制所得产物提供了相当大的范围。在这些化合物中，2-氯吡啶允许使用各种中间体，包括通用的氮杂喹唑啉骨架。
• Melanin concentrating hormone receptor ligands: substituted 1-benzyl-4-aryl piperazine analogues
  申请人：Hutchison Alan

  公开号：US20050182068A1

  公开（公告）日：2005-08-18

  Melanin concentrating hormone receptor ligands (especially 1-benzyl-4-aryl-piperazines, 1-benzyl-4-aryl-piperidines and related compounds), capable of modulating MCH receptor activity, are provided. Such ligands may be used to modulate MCH binding to MCH receptors in vivo or in vitro, and are particularly useful in the treatment of a variety of metabolic, feeding and sexual disorders in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for treating such disorders are provided, as are methods for using such ligands for detecting MCH receptors (e.g., receptor localization studies).

  提供了黑色素浓集激素受体配体（尤其是1-苄基-4-芳基哌嗪，1-苄基-4-芳基哌啶和相关化合物），能够调节MCH受体活性。这样的配体可用于调节体内或体外MCH结合到MCH受体，并且在人类、家养伴侣动物和家畜动物的多种代谢、进食和性疾病治疗中特别有用。提供了用于治疗此类疾病的制药组合物和方法，以及用于检测MCH受体的配体的方法（例如受体定位研究）。
• MELANIN CONCENTRATING HORMONE RECEPTOR LIGANDS: SUBSTITUTED 1-BENZYL-4-ARYL PIPERAZINE ANALOGUES
  申请人：Hutchison Alan

  公开号：US20050065162A1

  公开（公告）日：2005-03-24

  Melanin concentrating hormone receptor ligands (especially 1-benzyl-4-aryl-piperazines, 1-benzyl-4-aryl-piperidines and related compounds), capable of modulating MCH receptor activity, are provided. Such ligands may be used to modulate MCH binding to MCH receptors in vivo or in vitro, and are particularly useful in the treatment of a variety of metabolic, feeding and sexual disorders in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for treating such disorders are provided, as are methods for using such ligands for detecting MCH receptors (e.g., receptor localization studies).

  提供了黑色素浓集激素受体配体（尤其是1-苄基-4-芳基哌嗪、1-苄基-4-芳基哌啶和相关化合物），能够调节MCH受体活性。这样的配体可以用于调节体内或体外MCH结合到MCH受体，并且特别适用于治疗人类、家畜伴侣动物和家畜动物的各种代谢、饮食和性功能障碍。提供了用于治疗此类障碍的药物组合物和方法，以及用于检测MCH受体的配体的使用方法（例如，受体定位研究）。
• Substituted 1-Benzyl-4-Substituted Piperazine Analogues
  申请人：Hutchison J. Alan

  公开号：US20070249616A1

  公开（公告）日：2007-10-25

  Compounds of Formula I are provided, in which variables are as described herein: Such compounds may be used to modulate MCH binding to MCH receptors in vivo or in vitro, and are particularly useful in the treatment of a variety of metabolic, feeding and sexual disorders in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for treating such disorders are provided, as are methods for using such ligands for detecting MCH receptors (e.g., receptor localization studies).

  提供了公式I的化合物，其中变量如此描述：这些化合物可以用于调节MCH与体内或体外的MCH受体结合，并且在治疗人类、家养伴侣动物和家畜动物的各种代谢、饮食和性功能障碍方面特别有用。提供了用于治疗这些疾病的制药组合物和方法，以及用于检测MCH受体（例如受体定位研究）的配体的方法。
• US7241765B2
  申请人：——

  公开号：US7241765B2

  公开（公告）日：2007-07-10