N-pyrid-2-yl-N-(3-methylpyrid-2-yl)amine | 342653-81-0

• 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
• 英文名称: N-pyrid-2-yl-N-(3-methylpyrid-2-yl)amine
• 英文别名: 3-methyl-N-pyridin-2-ylpyridin-2-amine
• CAS: 342653-81-0
• 化学式: C₁₁H₁₁N₃
• 分子量: 185.228
• InChiKey: LTJLQUHYAMONJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 N-pyrid-2-yl-N-(3-methylpyrid-2-yl)amine 以 二氯甲烷 为溶剂， 反应 19.0h， 以36%的产率得到N-pyrid-2-yl-N-(3-methylpyrid-2-yl) acetamide
  参考文献：
  名称：

  N-Acyl-N,N-dipyridyl and N-acyl-N-pyridyl-N-quinoyl amine based palladium complexes. Synthesis, X-ray structures, heterogenization and use in Heck couplings

  摘要：

  A series of homogeneous and heterogeneous palladium(II)-catalysts and their use in Heck-couplings is described. Starting from four different amines, N-pyrid-2-yl-N-(3-methylpyrid-2-yl) amine (1), N-pyrid-2-yl-N-(6-methylpyrid-2-yl) amine (2), N-(6-methylpyrid-2-yl)-N-(4-methylquinolin-2-yl)amine (3) and N-bis (6-methylpyrid-2-yl) amine (4), the corresponding acetyl- and norbornene derivatives, N-pyrid-2-yl-N-(3-methylpyrid-2-yl) acetamide (5), N-pyrid-2-yl-N-(6-methylpyrid-2-yl) acetamide (6), N-(6-methylpyrid-2-yl) -N-(4-methylquinolin-2-yl) acetamide (7), N-bis (6-methylpyrid-2-yl) acetamide (8) and N-pyrid-2-yl-N-(3-methylpyrid-2-yl)-endo-norborn-2-ene-5-carbamide (9), N-pyrid-2-yl-N-(6-methylpyrid-2-yl)-endo-norborn-2-ene-5-carbamide (10) and N-(6-methylpyrid-2-yl) -N-(4-methylquinolin-2-yl)-endo-norborn-2-ene-5-carbamide (11), respectively, have been prepared. The acetyl derivatives 5-8 have been used for the preparation of the homogeneous Heck catalysts N-acetyl-N-pyrid-2-yl-N-(3-methylpyrid-2-yl)amine palladium dichloride (13), N-acetyl-N-pyrid-2-yl-N-(6-methylpyrid-2-yl) amine palladium dichloride (14), N-acetyl-N-(6-methylpyrid-2-yl)-N- (4-methylquinolin-2-yl) amine palladium dichloride (15) and N-acetyl-N-bis(6-methylpyrid-2-yl)amine palladium dichloride (16). X-ray data were obtained for compounds 9, 11, 13 and 14. Polymer supports 17-19 were prepared via ring-opening metathesis copolymerization of the norbornene derivatives 9-11 with 1,4,4a,5,8,8a-hexahydro-1,4,5,8-exo-endo-dimethano-naphthalene (HDMN-6) and subsequently loaded with palladium(II) chloride. Both the homogeneous catalysts 13-16 and the heterogeneous catalysts are active in the vinylation of aryl iodides and aryl bromides with turn-over numbers (TONs) of up to 220 000. Comparably low yields (= 34%) and TONs (= 2100) are achieved in the tetrabutylammonium bromide- (TBAB-) assisted vinylation of aryl chlorides as well as in the amination of aryl bromides. Structural data of compounds 9, 11, 13 and 14 were compared with those of the parent systems, N-acetyldipyridylamine palladiumdichloride (20) and the poly(N,N-dipyrid-2-yl-endo-norborn-2-ene-5-carbamide)based resin (21), respectively. Thus, methyl-substitution leads to a significant perturbation of the almost perfect square planar coordination of Pd found in 20 resulting in lowered stabilities of the corresponding Pd-complexes 13-16 and consequently lowered coupling yields compared to 20 and 21. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00783-x
• 作为产物：
  描述：

  2-溴吡啶 、 2-氨基-3-甲基吡啶 在 tris-(dibenzylideneacetone)dipalladium(0) 二苯基丙基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以95%的产率得到N-pyrid-2-yl-N-(3-methylpyrid-2-yl)amine
  参考文献：
  名称：

  N-Acyl-N,N-dipyridyl and N-acyl-N-pyridyl-N-quinoyl amine based palladium complexes. Synthesis, X-ray structures, heterogenization and use in Heck couplings

  摘要：

  A series of homogeneous and heterogeneous palladium(II)-catalysts and their use in Heck-couplings is described. Starting from four different amines, N-pyrid-2-yl-N-(3-methylpyrid-2-yl) amine (1), N-pyrid-2-yl-N-(6-methylpyrid-2-yl) amine (2), N-(6-methylpyrid-2-yl)-N-(4-methylquinolin-2-yl)amine (3) and N-bis (6-methylpyrid-2-yl) amine (4), the corresponding acetyl- and norbornene derivatives, N-pyrid-2-yl-N-(3-methylpyrid-2-yl) acetamide (5), N-pyrid-2-yl-N-(6-methylpyrid-2-yl) acetamide (6), N-(6-methylpyrid-2-yl) -N-(4-methylquinolin-2-yl) acetamide (7), N-bis (6-methylpyrid-2-yl) acetamide (8) and N-pyrid-2-yl-N-(3-methylpyrid-2-yl)-endo-norborn-2-ene-5-carbamide (9), N-pyrid-2-yl-N-(6-methylpyrid-2-yl)-endo-norborn-2-ene-5-carbamide (10) and N-(6-methylpyrid-2-yl) -N-(4-methylquinolin-2-yl)-endo-norborn-2-ene-5-carbamide (11), respectively, have been prepared. The acetyl derivatives 5-8 have been used for the preparation of the homogeneous Heck catalysts N-acetyl-N-pyrid-2-yl-N-(3-methylpyrid-2-yl)amine palladium dichloride (13), N-acetyl-N-pyrid-2-yl-N-(6-methylpyrid-2-yl) amine palladium dichloride (14), N-acetyl-N-(6-methylpyrid-2-yl)-N- (4-methylquinolin-2-yl) amine palladium dichloride (15) and N-acetyl-N-bis(6-methylpyrid-2-yl)amine palladium dichloride (16). X-ray data were obtained for compounds 9, 11, 13 and 14. Polymer supports 17-19 were prepared via ring-opening metathesis copolymerization of the norbornene derivatives 9-11 with 1,4,4a,5,8,8a-hexahydro-1,4,5,8-exo-endo-dimethano-naphthalene (HDMN-6) and subsequently loaded with palladium(II) chloride. Both the homogeneous catalysts 13-16 and the heterogeneous catalysts are active in the vinylation of aryl iodides and aryl bromides with turn-over numbers (TONs) of up to 220 000. Comparably low yields (= 34%) and TONs (= 2100) are achieved in the tetrabutylammonium bromide- (TBAB-) assisted vinylation of aryl chlorides as well as in the amination of aryl bromides. Structural data of compounds 9, 11, 13 and 14 were compared with those of the parent systems, N-acetyldipyridylamine palladiumdichloride (20) and the poly(N,N-dipyrid-2-yl-endo-norborn-2-ene-5-carbamide)based resin (21), respectively. Thus, methyl-substitution leads to a significant perturbation of the almost perfect square planar coordination of Pd found in 20 resulting in lowered stabilities of the corresponding Pd-complexes 13-16 and consequently lowered coupling yields compared to 20 and 21. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00783-x

文献信息

• Polyaminopyridines and method for producing same
  申请人：Kanbara Takaki

  公开号：US20060293503A1

  公开（公告）日：2006-12-28

  The present invention provides novel polyaminopyridines which are excellent in solubility in various solvents, and are preferably used in a polymer-type organic electroluminescent material, and a process for preparing the same. More particularly, the present invention provides polyaminopyridines having a repetition structural unit represented by the following general formula (1); and having a number average molecular weight in a range of 500 to 1000000.

  本发明提供了新型的聚氨基吡啶，其在各种溶剂中具有优异的溶解性，并且最好用于聚合物型有机电致发光材料，并提供了制备它们的过程。更具体地，本发明提供了具有以下一般式（1）所表示的重复结构单元的聚氨基吡啶，其具有500至1000000之间的数均分子量。
• Bipyridyl amines and ethers as modulators of metabotropic glutamate receptor-5
  申请人：Kamenecka M. Theodore

  公开号：US20070027321A1

  公开（公告）日：2007-02-01

  The present invention is directed to novel bipyridyl amine and ether compounds such as those of Formula (I): (I) (where R?1#191, R?2#191, R?3#191, X and Y are as defined herein) which are mGluR5 modulators useful in the treatment or prevention of diseases and conditions in which mGluR5 is involved, including but not limited to psychiatric and mood disorders such as schizophrenia, anxiety, depression, bipolar disorders, and panic, as well as in the treatment of pain, Parkinson's disease, cognitive dysfunction, epilepsy, circadian rhythm and sleep disorders, such as shift-work induced sleep disorder and jet-lag, drug addiction, drug abuse, drug withdrawal, obesity and other diseases. The invention is also directed to pharmaceutical compositions comprising these compounds. This invention further provides a method of treatment of these disorders and conditions by the administration of an effective amount of these novel bipyridyl amine and/or ether compounds and/or compositions containing these compounds.

  本发明涉及新型的联吡啶胺和醚化合物，例如公式(I)中的化合物：(I) (其中R?1#191，R?2#191，R?3#191，X和Y如本文所定义)，这些化合物是mGluR5调节剂，可用于治疗或预防涉及mGluR5的疾病和病况，包括但不限于精神和情绪障碍，如精神分裂症、焦虑、抑郁、双相障碍和惊恐，以及治疗疼痛、帕金森病、认知功能障碍、癫痫、昼夜节律和睡眠障碍，如倒班工作引起的睡眠障碍和时差反应、药物成瘾、药物滥用、戒断综合征、肥胖症和其他疾病。本发明还涉及包含这些化合物的药物组合物。本发明还提供了通过给予这些新型联吡啶胺和/或醚化合物和/或含有这些化合物的组合物的有效量来治疗这些障碍和病况的方法。
• POLYAMINOPYRIDINES AND METHOD FOR PRODUCING SAME
  申请人：SUMITOMO SEIKA CHEMICALS CO., LTD.

  公开号：EP1669390A1

  公开（公告）日：2006-06-14

  The present invention provides novel polyaminopyridines which are excellent in solubility in various solvents, and are preferably used in a polymer-type organic electroluminescent material, and a process for preparing the same. More particularly, the present invention provides polyaminopyridines having a repetition structural unit represented by the following general formula (1); and having a number average molecular weight in a range of 500 to 1000000.

  本发明提供了在各种溶剂中溶解性极佳的新型聚氨基吡啶，优选用于聚合物型有机电致发光材料，并提供了制备该材料的工艺。更具体地说，本发明提供了具有以下通式（1）所代表的重复结构单元的聚氨基吡啶； 且平均分子量在 500 至 1000000 之间。
• Aromatic compounds containing nitrogen and p- functionalized amines, the production thereof and their use in catalytic reactions
  申请人：Kempe Rhett

  公开号：US20060058178A1

  公开（公告）日：2006-03-16

  The present invention is directed to P-functionalized amines of nitrogen-containing compounds and to catalysts prepared by combining these amines with transition metals. The catalysts are especially useful for refining haloaromatics.

  本发明涉及含氮化合物的 P-官能化胺以及将这些胺与过渡金属结合制备的催化剂。这些催化剂特别适用于提炼卤代芳烃。
• P-FUNKTIONALISIERTE AMINE N-HALTIGER AROMATEN, DEREN HERSTELLUNG UND IHRE VERWENDUNG IN KATALYTISCHEN REAKTIONEN
  申请人：Degussa AG

  公开号：EP1446224B1

  公开（公告）日：2006-01-25