(1S)-2-甲基-1-(2-吡啶基)-1-丙胺 | 144852-18-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (1S)-2-甲基-1-(2-吡啶基)-1-丙胺
• 中文别名: S-(2-吡啶基)-2-甲基-1-丙胺
• 英文名称: (S)-2-methyl-1-(pyridin-2-yl)propan-1-amine
• 英文别名: (1S)-2-methyl-1-pyridin-2-ylpropan-1-amine
• CAS: 144852-18-6
• 化学式: C₉H₁₄N₂
• 分子量: 150.224
• InChiKey: DQKQDUXKROXADZ-VIFPVBQESA-N

物化性质

• 沸点：
  226.4±15.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-二氯-3-硝基吡啶 、 (1S)-2-甲基-1-(2-吡啶基)-1-丙胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 6-chloro-N-[(1S)-2-methyl-1-(pyridin-2-yl)propyl]-3-nitropyridin-2-amine
  参考文献：
  名称：

  [EN] NOVEL PYRIDO[2,3-B]PYRAZINONES AS BET-FAMILY BROMODOMAIN INHIBITORS
  [FR] NOUVELLES PYRIDO [2,3-B] PYRAZINONES UTILISÉES EN TANT QU'INHIBITEURS DE BROMODOMAINES DE LA FAMILLE BET

  摘要：

  揭示了新型的式(I)和(II)的吡啶并[2,3-b]吡唑酮，或其药学上可接受的盐。还披露了将这些化合物用于治疗依赖于BET家族溴结构域的疾病或紊乱，如癌症的药物组合物和使用方法。进一步描述了制备和使用这些化合物的方法。

  公开号：

  WO2016203335A1
• 作为产物：
  描述：

  (S)-3-Methyl-2-((S)-2-methyl-1-pyridin-2-yl-propylamino)-butan-1-ol 在 高碘酸 、 甲胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 生成 (1S)-2-甲基-1-(2-吡啶基)-1-丙胺
  参考文献：
  名称：

  Addition of Organozincate Reagents to Imines Derived from (S)-1-Phenylethylamine and Ethyl (S)-Valinate—Synthesis of (S)-1-(2-Pyridyl)Alkylamines

  摘要：

  AbstractTriorganozincates were added to aliphatic aldimines derived from (S)‐1‐phenylethylamine and (S‐valine esters in the presence of boron trifluoride to give secondary amines with low diastereoselectivies. From mixed zincates, most alkyl groups (methyl, ethyl, 1‐heptynyl, but not tert‐butyl) could be transferred. No addition to benzaldimines was observed, but the imines prepared from 2‐pyridinecarboxaldehyde did not require activation by BF3 and underwent selective group transfer from mixed zincates at — 78°C. Excellent diastereoselectivities were observed in the reactions of the 2‐pyridine imine derived from ethyl (S)‐valinate with mixed zincates, in which the methyl group was used as nontransferable ligand, allowing the transfer of alkyl and vinyl groups with excellent to complete selectivity. However, dimethyl(aryl)‐ and dimethyl‐(1‐heptynyl)zincates did not react. (S)‐1‐(2‐Pyridyl)alkylamines were prepared with high optical purity by subsequent removal of the chiral auxiliary.

  DOI：

  10.1002/chem.19970030512

文献信息

• Asymmetric Synthesis of γ-Secondary Amino Alcohols via a Borrowing-Hydrogen Cascade
  作者：Yupeng Pan、Yipeng You、Dongxu He、Fumin Chen、Xiaoyong Chang、Ming Yu Jin、Xiangyou Xing

  DOI：10.1021/acs.orglett.0c02614

  日期：2020.9.18

  The borrowing-hydrogen (or hydrogen autotransfer) process, where the catalyst dehydrogenates a substrate and formally transfers the H atom to an unsaturated intermediate, is an atom-efficient and environmentally benign transformation. Described here is an example of an asymmetric borrowing-hydrogen cascade for the formal anti-Markovnikov hydroamination of allyl alcohols to synthesize optically enriched

  借贷氢（或氢自动转移）工艺是一种对原子有效的，对环境无害的转化工艺，其中催化剂将底物脱氢并将H原子正式转移至不饱和中间体。这里描述的是不对称的借位氢级联的实例，用于烯丙醇的形式上的反马尔科夫尼科夫加氢胺化反应，以合成光学富集的γ-仲氨基醇。通过利用具有最小立体异构性的Ru- （S）-i PrPyme催化剂，开发了一种包括脱氢，共轭加成和不对称还原的级联过程。温和的条件，官能团的耐受性和广泛的底物范围（54个实例）证明了催化体系的合成实用性。
• NOVEL NICOTINAMIDE DERIVATIVE OR SALT THEREOF
  申请人：FUJIFILM Corporation

  公开号：US20140309225A1

  公开（公告）日：2014-10-16

  The object of the present invention is to provide a compound and a pharmaceutical composition having excellent Syk inhibitory activity. According to the present invention, a nicotinamide derivative represented by the following formula (I) or a salt thereof is provided, wherein R 1 is a substituent represented by the following formula (II-1), (III-1), or (IV-1) (wherein R 3 , R 4 , R 5 , n, and X 1 have the same definitions as those described in the specification), and R 2 is a pyridyl, indazolyl, phenyl, pyrazolopyridyl, benzisoxazolyl, pyrimidinyl, or quinolyl group, each of which optionally has at least one substituent.

  本发明的目的是提供一种具有优异的Syk抑制活性的化合物和药物组合物。根据本发明，提供了由以下式（I）表示的烟酰胺衍生物或其盐， 其中 R 1 是由以下式（II-1）、（III-1）或（IV-1）表示的取代基 （其中R 3 、R 4 、R 5 、n和X 1 的定义与说明书中描述的相同），而R 2 是吡啶基、吲唑基、苯基、吡唑吡啶基、苯并异噁唑基、嘧啶基或喹啉基，每种基可选择地具有至少一个取代基。
• Conformational control of propeller-like chirality in Zn(II) complexes: Tightly balanced steric bias
  作者：Yu-Hung Chiu、Osvaldo dos Santos、James W Canary

  DOI：10.1016/s0040-4020(99)00713-9

  日期：1999.10

  The conformational behavior of a series of chiral tripodal ligand-Zn(II) complexes was examined. The ligands adopt propeller-like conformations upon complexation of trigonal bipyramidal metal ions such as Zn(II), with the chirality of the propeller determined by the absolute configuration of a single chiral center in one of the tripod arms. Surprisingly, increasing the size of the substituent in the

  检查了一系列手性三脚架配体-Zn（II）配合物的构象行为。配体在与三角双锥体金属离子（例如Zn（II））络合时采用螺旋桨状构象，螺旋桨的手性由三脚架臂之一中单个手性中心的绝对构型决定。出人意料的是，增加手性臂中取代基的尺寸并不能改善复合物的几何定义，如复合物的圆二色性光谱所示。
• Copper/Ruthenium Relay Catalysis for Stereodivergent Access to δ‐Hydroxy α‐Amino Acids and Small Peptides
  作者：Cong Fu、Ling He、Xin Chang、Xiang Cheng、Zuo‐Fei Wang、Zongpeng Zhang、Vladimir A. Larionov、Xiu‐Qin Dong、Chun‐Jiang Wang

  DOI：10.1002/anie.202315325

  日期：2024.2.12

  An atom- and step-economical and redox-neutral cascade reaction enabled by dual-metal relay catalysis by merging borrowing-hydrogen and Michael addition reactions provided access to all stereoisomers of 2-amino-5-hydroxyvaleric acid derivatives with 1,4-non-adjacent stereocenters. Concise stereodivergent synthesis of key intermediates for the synthesis of biologically important chiral molecules further

  通过合并借氢和迈克尔加成反应，通过双金属接力催化实现原子和步骤经济且氧化还原中性的级联反应，提供了获得 2-氨基-5-羟基戊酸衍生物与 1,4-non 的所有立体异构体的途径-相邻的立体中心。用于合成生物学上重要的手性分子的关键中间体的简洁立体发散合成进一步展示了该方法的合成效用。
• An easy route to optically active 1-substituted-1-pyridyl-methylamines by diastereoselective reduction of enantiopure N-tert-butanesulfinyl ketimines
  作者：Giorgio Chelucci、Salvatore Baldino、Simona Chessa、Gerard A. Pinna、Franco Soccolini

  DOI：10.1016/j.tetasy.2006.11.026

  日期：2006.11

  The reduction of enantiopure N-tert-butanesulfinyl ketimines derived from pyridyl ketones afforded the related N-tert-but-anesulfinyl amines with high yields and diastereoselectivities. (c) 2006 Elsevier Ltd. All rights reserved.