5-氯-2,2-联吡啶 | 162612-08-0

• 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
• 中文名称: 5-氯-2,2-联吡啶
• 中文别名: 5-氯-2,2'-联吡啶
• 英文名称: 5-chloro-2,2'-bipyridine
• 英文别名: 5-chloro-2-pyridin-2-ylpyridine
• CAS: 162612-08-0
• 化学式: C₁₀H₇ClN₂
• mdl: MFCD11112154
• 分子量: 190.632
• InChiKey: LVLWWCDRDDNKHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-氯-2,2-联吡啶 在 盐酸 、 双氧水 、 N,N-二异丙基乙胺 、 对甲苯磺酰氯 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 30.0h， 生成 5-chloro-2,2'-bipyridin-6-amine
  参考文献：
  名称：

  简单有效的聚吡啶氮氧化物的单胺化和二胺化方法

  摘要：

  描述了一种实用且方便的一锅法，使用邻苯二甲酰亚胺钾和甲苯磺酰氯进行吡啶基N-氧化物的还原邻位胺化，然后进行水解。该反应的范围和适用性得到了证明，以中等至优异的收率提供了各种单胺和二胺化产物。

  DOI：

  10.1002/ejoc.202400054
• 作为产物：
  描述：

  三（2-吡啶基）膦 以77%的产率得到
  参考文献：
  名称：

  Uchida Yuzuru, Kajita Ryuji, Kawasaki Yoshikane, Phosph., Sulfur and Silicon and Relat. Elem, 93-94 (1994) N 1-4, S 405-40+

  摘要：

  DOI：

文献信息

• 9H-PYRROLO[2,3-B: 5,4-C'] DIPYRIDINE AZACARBOLINE DERIVATIVES, PREPARATION THEREOF, AND THERAPEUTIC USE THEREOF
  申请人：Babin Didier

  公开号：US20120208809A1

  公开（公告）日：2012-08-16

  The invention relates to novel 9H-pyrrolo[2,3-b:5,4-c′]dipyridine azacarbolines of formula (I), where: Z2, Z3, and Z4 are CH, CRa, CRs, or N; R3 is H, Hal; CF3, CHF2; OH, alkoxy; NH2, NH (alkyl), N(alkyl)2; C(O)O alkyl; CONH(alkyl), CON(alkyl)2; C1-C10 alkyl; aryl; heteroaryl; R6 is heteroaryl; Ra is CONH2, CONH alkyl, CONH cycloalkyl; CONH heterocycloalkyl; CON(alkyl)2; CON(alkyl)(heterocycloalkyl); CONHN(alkyl)2; C(O)heterocycloalkyl; Rs is H; Hal, OH; O-alkyl(C1-C10); NH2; N(alkyl(C1-C10) or cycloalkyl(C3-C7))2; NHC(O)R3a; N(alkyl(C1-C10)C(O)R3a; NHS(O2)R3a; N(alkyl)(C1-C10)S(O2)R3a; CO2R3a; SR3a; S(O)R3a; S(O2)R3a; Ra and Rs optionally form a cycle; R3a is selected from among Hal, CF3, C1-C10 alkyl; C3-C7 cycloalkyl; C2-C6 alkenyl; C2-C6 alkynyl; OH; O-alkyl(C1-C10); (C3-C7); heterocycloalkyl (C3-C7); NH2; NH-(alkyl(C1-C10) or cycloalkyl(C3-C7)); N(alkyl(C1-C10) or cycloalkyl(C3-C7))2; NH-(alkyl(C1-C10) or heterocycloalkyl(C3-C7)); N(alkyl(C1-C10) or heterocycloalkyl(C3-C7))2, as well as to the isomers and salts of said substances of formula (I) and to the therapeutic use thereof for treating cancer.

  该发明涉及公式（I）的新型9H-吡咯[2,3-b:5,4-c′]二吡啶氮杂碳醇，其中：Z2、Z3和Z4为CH、CRa、CRs或N；R3为H、Hal、CF3、CHF2、OH、烷氧基、NH2、NH（烷基）、N（烷基）2、C（O）O烷基、CONH（烷基）、CON（烷基）2、C1-C10烷基、芳基、杂环芳基；R6为杂环芳基；Ra为CONH2、CONH烷基、CONH环烷基、CONH杂环烷基、CON（烷基）2、CON（烷基）（杂环烷基）、CONHN（烷基）2、C（O）杂环烷基；Rs为H、Hal、OH、O-烷基（C1-C10）、NH2、N（烷基（C1-C10）或环烷基（C3-C7））2、NHC（O）R3a、N（烷基（C1-C10）C（O）R3a、NHS（O2）R3a、N（烷基）（C1-C10）S（O2）R3a、CO2R3a、SR3a、S（O）R3a、S（O2）R3a；Ra和Rs可选择形成环；R3a从Hal、CF3、C1-C10烷基、C3-C7环烷基、C2-C6烯基、C2-C6炔基、OH、O-烷基（C1-C10）、（C3-C7）、杂环烷基（C3-C7）、NH2、NH-（烷基（C1-C10）或环烷基（C3-C7））、N（烷基（C1-C10）或环烷基（C3-C7））2、NH-（烷基（C1-C10）或杂环烷基（C3-C7））、N（烷基（C1-C10）或杂环烷基（C3-C7））2中选择，以及所述公式（I）的异构体和盐，以及其治疗用途，用于治疗癌症。
• Rhenium(<scp>i</scp>) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers
  作者：Mitchell A. Klenner、Bo Zhang、Gianluca Ciancaleoni、James K. Howard、Helen E. Maynard-Casely、Jack K. Clegg、Massimiliano Massi、Benjamin H. Fraser、Giancarlo Pascali

  DOI：10.1039/d0ra00318b

  日期：——

  novel fluorine-18 method employing rhenium(I) mediation is described herein. The method was found to afford moderate to high radiochemical yields of labelled rhenium(I) complexes. Subsequent thermal dissociation of the complexes enabled the radiosynthesis of fluorine-18 labelled pyridine bidentate structures which could not be radiofluorinated hitherto. This rhenium(I) complexation–dissociation strategy

  本文描述了一种采用铼 ( I ) 介体的新型氟 18 方法。发现该方法可提供中等至高的标记铼 ( I ) 配合物的放射化学产率。随后配合物的热解离使得能够放射合成氟-18 标记的吡啶二齿结构，这些结构迄今为止不能被放射氟化。这种铼 ( I ) 络合-解离策略进一步应用于 [ 18 F]CABS13（一种阿尔茨海默病显像剂）以及其他 2,2'-联吡啶、1,10-菲咯啉和 8-羟基喹啉标记的放射性示踪剂的放射合成。反应机理的计算模型表明，铼的效率（I) 活化可能归因于金属中心的吸电子效应和酰基氟中间体的形成，该中间体在亲核加成后锚定氟化物。
• AZACARBOLINE DERIVATIVES, PREPARATION METHOD THEREOF AND THERAPEUTIC USE OF SAME
  申请人：Arendt Christopher

  公开号：US20110178053A1

  公开（公告）日：2011-07-21

  The invention relates to novel azacarbonlines having formula (I), wherein: R3, R4 represent independently H; hal; CF 3 ; substituted oxy, optionally substituted alkoxy; optionally substituted amino; substituted carbonyl; optionally substituted carboxyl; optionally substituted amide; sulphur, such as optionally substituted sulphones, sulphoxides or sulphides; linear, branched or cyclic C 1 -C 10 alkyl optionally comprising an optionally substituted heteroatom; optionally substituted linear, branched or cyclic C 2 -C 7 alkenyl; optionally substituted linear or branched C 2 -C 6 alkynyl; optionally substituted aryl or heteroaryl; of which may be optionally substituted; in the form of a base or an acid addition salt. The invention also relates to the use of same in therapeutics for the treatment of cancer and to synthesis methods.

  该发明涉及具有以下结构式(I)的新型氮杂碳链化合物，其中：R3，R4分别独立表示H；卤素；CF3；取代的氧基，可选择取代的烷氧基；可选择取代的氨基；取代的羰基；可选择取代的羧基；可选择取代的酰胺基；硫，例如可选择取代的磺酰基、亚砜基或硫醚基；线性、支链或环状的C1-C10烷基，其中可能包含可选择取代的杂原子；可选择取代的线性、支链或环状的C2-C7烯基；可选择取代的线性或支链的C2-C6炔基；可选择取代的芳基或杂芳基；其中可能是可选择取代的；以碱或酸添加盐的形式存在。该发明还涉及在治疗癌症中使用该化合物以及合成方法。
• METHOD FOR MANUFACTURING CONJUGATED AROMATIC COMPOUND
  申请人：Oda Seiji

  公开号：US20110275859A1

  公开（公告）日：2011-11-10

  A method for manufacturing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups selected from the group consisting of an iodine atom, a bromine atom and a chlorine atom are bonded to an aromatic ring and the aromatic compound (A) does not have (c1) a group represented by the following formula (10): wherein A 1 represents a C1-C20 alkoxy group etc.; (g1) a C1-C20 alkyl group which may be substituted with a fluorine atom etc.; and (h1) a C2-C20 acyl group which may be substituted with a fluorine atom etc., at the neighboring carbon atom to the carbon atom to which the leaving group is bonded, with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) wherein the aromatic compound (B) is structurally different from the above-mentioned aromatic compound (A), one or two leaving groups selected from the group consisting of an iodine atom, a bromine atom and a chlorine atom are bonded to an aromatic ring and the aromatic compound (B) does not have the above-mentioned (c1), (g1) and (h1) at the neighboring carbon atom to the carbon atom to which the leaving group is bonded, in the presence of (i) a nickel compound, (ii) a metal reducing agent, (iii) at least one ligand (L1) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-withdrawing group and having no substituent at 3-, 6-, 3′- and 6′-positions, and a 1,10-phenanthroline compound having at least one electron-withdrawing group and having no substituent at 2- and 9-positions, and (iv) at least one ligand (L2) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-releasing group and having no substituent at 3-, 6-, 3′- and 6′-positions, and a 1,10-phenanthroline compound having at least one electron-releasing group and having no substituent at 2- and 9-positions.

  一种制备共轭芳香化合物的方法，包括将含有一个或两个离去基团的芳香化合物（A）与含有相同结构的上述芳香化合物（A）或结构不同的芳香化合物（B）反应，其中这些离去基团选自碘原子、溴原子和氯原子，与芳香环结合，而芳香化合物（A）没有以下式（10）所代表的基团：其中A1代表C1-C20烷氧基等；（g1）代表C1-C20烷基基团，可能被氟原子等取代；以及（h1）代表C2-C20酰基基团，可能被氟原子等取代，与离去基团结合的碳原子的相邻碳原子处没有上述（c1）、（g1）和（h1），在（i）镍化合物、（ii）金属还原剂、（iii）从2,2′-联吡啶化合物和1,10-邻菲啰啉化合物中选择的至少一种配体（L1），具有至少一个吸电子基团且在3-、6-、3′-和6′-位置没有取代基，以及（iv）从2,2′-联吡啶化合物和1,10-邻菲啰啉化合物中选择的至少一种配体（L2），具有至少一个释电子基团且在3-、6-、3′-和6′-位置没有取代基团的情况下，在上述离去基团结合的碳原子的相邻碳原子处进行反应。
• Copper‐Free One‐Pot Sonogashira‐Type Coupling for the Efficient Preparation of Symmetric Diarylalkyne Ligands for Metal‐Organic Cages**
  作者：Marc Lehr、Tobias Paschelke、Victoria Bendt、André Petersen、Lorenz Pietsch、Patrick Harders、Anna J. McConnell

  DOI：10.1002/ejoc.202100275

  日期：2021.5.20

  A copper‐free one‐pot Sonogashira‐type synthesis is reported that enables the synthesis of bipyridine‐ and benzimidazole‐based ligands for metal‐organic cages in high isolated yields and short reaction times.

  据报道，一种无铜的单锅Sonogashira型合成技术能够以高分离产率和短反应时间合成用于金属有机笼的联吡啶和苯并咪唑基配体。