N-(6-甲酰基吡啶-2-基)三甲基乙酰胺 | 372948-82-8

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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: N-(6-甲酰基吡啶-2-基)三甲基乙酰胺
• 英文名称: 2-pivaloylaminopyridine-6-carboxaldehyde
• 英文别名: 2-carbaldehyde-6-pivalamidopyridine；2-formyl-6-pivaloylamido-pyridine；2-(trimethylacetylamino)-6-formylpyridine；N-(6-formylpyridin-2-yl)-2,2-dimethylpropanamide；N-(6-formylpyridin-2-yl)pivalamide
• CAS: 372948-82-8
• 化学式: C₁₁H₁₄N₂O₂
• 分子量: 206.244
• InChiKey: DRJJATMNDDRQOM-UHFFFAOYSA-N

物化性质

• 沸点：
  387.3±27.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(6-甲酰基吡啶-2-基)三甲基乙酰胺 在 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 50.5h， 生成 N,N′-(6,6′-(((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene)-bis((pyridin-2-ylmethyl)azanediyl))bis(methylene))bis(pyridine-6,2-diyl))bis(2,2-dimethylpropanamide)
  参考文献：
  名称：

  Spectroscopic Characterization of the Active Fe^IIIFe^III and Fe^IIIFe^II Forms of a Purple Acid Phosphatase Model System

  摘要：

  Two new dinucleating ligands (H3L2 and HL3), derivatives of a well-known dinucleating ligand (HL1) with two bis-picolylamine sites connected to a bridging phenolate, with hydrogen-bonding donor groups at two of the pyridine moieties were designed and synthesized. Design of these ligands suggests that they will lead to dinuclear complexes with potential to stabilize phosphoester substrates as monodentate rather than bridging ligands. We report the diferric complexes [Fe-2(III)(H2L2)(OH)(4+) and [Fe-2(III)(L-3)(OH)(OH2)(2)](4+), which have been characterized by spectrophotometric titrations, UV-vis, IR, NMR, EPR, and Mossbauer spectroscopy. The phosphatase activity of the diferric systems, in addition to the partially reduced heterovalent [(FeFeII)-Fe-III(L-3)(OH)(OH2)(2)](3+) complex, has been investigated, and the complexes are shown to catalytically hydrolyze the activated phosphodiester substrate BDNPP (bis-dinitrophenylphosphate) as well as the corresponding phosphomonoester substrate DNPP (dinitrophenylphosphate). The results indicate that indeed the secondary interactions lead to an increase of the phosphatase activity and to active phosphomonoesterase catalysts. Interestingly, the heterovalent form of the HL3-based complex is more efficient than the diferric complex, and this is also discussed.

  DOI：

  10.1021/ic301347t
• 作为产物：
  描述：

  2-特戊酰氨基-6-甲基吡啶 在 selenium(IV) oxide 作用下， 以 溶剂黄146 为溶剂， 反应 0.42h， 以40%的产率得到N-(6-甲酰基吡啶-2-基)三甲基乙酰胺
  参考文献：
  名称：

  Microwave Assisted Improved Synthesis of 6-Formylpterin and Other Heterocyclic Mono- and Di-aldehydes

  摘要：

  2-Pivaloylamino-6-formylpterin (1a) and a series of other important heterocyclic aldehydes (2a, 3a, 4a, 6a, and 7a) have been synthesized in good yield by microwave assisted selenium dioxide oxidation. Interestingly, 2-methylpyrazine gives 2-pyrazinecarboxylic acid (5a) under the similar condition.

  DOI：

  10.1081/scc-120015779

文献信息

• Synthesis of a Muscarinic Receptor Antagonist via a Diastereoselective Michael Reaction, Selective Deoxyfluorination and Aromatic Metal−Halogen Exchange Reaction
  作者：Toshiaki Mase、Ioannis N. Houpis、Atsushi Akao、Ilias Dorziotis、Khateeta Emerson、Thoa Hoang、Takehiko Iida、Takahiro Itoh、Keisuke Kamei、Shinji Kato、Yoshiaki Kato、Masashi Kawasaki、Fengrui Lang、Jaemoon Lee、Joseph Lynch、Peter Maligres、Audrey Molina、Takayuki Nemoto、Shigemitsu Okada、Robert Reamer、Jake Z. Song、David Tschaen、Toshihiro Wada、Daniel Zewge、R. P. Volante、Paul J. Reider、Koji Tomimoto

  DOI：10.1021/jo0157425

  日期：2001.10.1

  6-bromo-2-formylpyridine (26) in excellent yield. Further transformations afforded the amine fragment 3 via reductive amination with 35, Pd-catalyzed aromatic amination, and deprotection. Finally, the highly convergent synthesis of 1 was accomplished by coupling of the two fragments. This synthesis has been used to prepare multi-kilogram quantities of the bulk drug.

  描述了一种结构独特的新型M（3）拮抗剂1的有效合成。化合物1可以方便地在酰胺键上逆合成合成，以揭示酸部分2和胺片段3。关键中间体2的合成通过ZnCl（2）-MAEP配合物19催化的二氧戊环7与2-的非对映选择性Michael反应突出显示。环戊烯-1-一（5）建立连续的四级-三级手性中心，然后在催化性BF（3）.OEt（2）的存在下，使用Deoxofluor建立酮17的二元双氟化。胺部分3的合成突出了一种新型的n-Bu（3）MgLi镁-卤素交换反应，用于2,6-二溴吡啶的选择性官能化。这种新的实用的金属化方案消除了低温条件，并用DMF淬灭后，以极好的收率得到6-溴-2-甲酰基吡啶（26）。进一步的转化通过35的还原胺化，Pd催化的芳族胺化和脱保护得到胺片段3。最后，通过两个片段的偶联完成了1的高度收敛合成。该合成已用于制备多千克量的原料药。
• Process for the preparation of chemical compounds
  申请人：——

  公开号：US20010051727A1

  公开（公告）日：2001-12-13

  An improved and efficient synthesis for the preparation of 2-amino-6-[(4-aminopiperidin-1-yl]methyl]pyridine, an intermediate compound in the preparation of muscarinic M3 receptor antagonists, includes as a final step the removal of trimethylacetyl and an amino protecting group from 2-trimethylacetyl-amino-6-[(4-protected aminopiperidin-1-yl)methyl]pyridine.

  一种改进和高效的合成方法，用于制备2-氨基-6-[(4-氨基哌啶-1-基)甲基]吡啶，这是制备毒蕈碱M3受体拮抗剂的中间体化合物之一，最后一步包括从2-三甲基乙酰氨基-6-[(4-保护氨基哌啶-1-基)甲基]吡啶中去除三甲基乙酰基和氨基保护基。
• AMINOTRIAZOLOPYRIDINES, COMPOSITIONS THEREOF, AND METHODS OF TREATMENT THEREWITH
  申请人：Bahmanyar Sogole

  公开号：US20100093698A1

  公开（公告）日：2010-04-15

  Provided herein are Heteroaryl Compounds of formula (I): wherein R 1 and R 2 are as defined herein, compositions comprising an effective amount of a Heteroaryl Compound and methods for treating or preventing inflammatory conditions or cancer, and conditions treatable or preventable by inhibition of a kinase or a kinase pathway comprising administering an effective amount of a Heteroaryl Compound to a subject in need thereof.

  本文提供了公式（I）的杂环芳基化合物：其中R1和R2如本文所定义，包含有效量杂环芳基化合物的组合物，以及用于治疗或预防炎症性疾病或癌症的方法，以及通过抑制激酶或激酶途径治疗或预防的疾病，包括向需要的受试者施用有效量杂环芳基化合物。
• Self-assembled monolayer electrode of a diiron complex with a phenoxo-based dinucleating ligand: observation of molecular oxygenadsorption/desorption in aqueous media
  作者：Tomohiko Inomata、Kazuma Shinozaki、Yuya Hayashi、Hidekazu Arii、Yasuhiro Funahashi、Tomohiro Ozawa、Hideki Masuda

  DOI：10.1039/b711802c

  日期：——

  dinucleating ligand, 2,6-bis[bis(6-pivalamido-2-pyridylmethyl)amino-methyl-4-aminophenol (1), and its Fe2(II) complex, [Fe2(II)(1)(PhCOO)2](CF3SO3) (2), were prepared and 2 deposited on the Au surface (2/Au) is much more stable than in solution and exhibits redox behavior in aqueous media as well as reversible adsorption/desorption of oxygen at room temperature.

  基于苯氧的双核配体2,6-双[双（6-新戊基-2-吡啶基甲基）氨基-甲基-4-氨基苯酚（1）及其Fe2（II）络合物[Fe2（II）（1）制备了（PhCOO）2]（CF3SO3）（2），沉积在Au表面（2 / Au）上的2比溶液中的稳定得多，并且在水性介质中表现出氧化还原行为，并且在20°C时可逆地吸附/解吸氧室内温度。
• N-(pyridin-2-yl)-sulfonamide derivatives
  申请人：Nair Sajiv Krishnan

  公开号：US20070072914A1

  公开（公告）日：2007-03-29

  The present invention relates to novel compounds, to pharmaceutical compositions comprising the compounds described herein, their pharmaceutically acceptable salts, hydrates and solvates, as well as to the use of the compounds in medicine and for the preparation of a medicament which acts on the human 11-β-hydroxysteroid dehydrogenase type 1 enzyme (11βHSD1).

  本发明涉及新型化合物，包括所述化合物的制药组合物，其药学上可接受的盐，水合物和溶剂化合物，以及化合物在医学上的应用和用于制备对人类11-β-羟基类固醇脱氢酶1型酶（11βHSD1）起作用的药物。