(E)-3-(pyridin-3-yl)prop-2-en-1-amine | 83665-87-6

• 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: (E)-3-(pyridin-3-yl)prop-2-en-1-amine
• 英文别名: 3-(Pyridin-3-yl)prop-2-en-1-amine；(E)-3-pyridin-3-ylprop-2-en-1-amine
• CAS: 83665-87-6
• 化学式: C₈H₁₀N₂
• 分子量: 134.181
• InChiKey: WZGWOIOGOJYLSM-HNQUOIGGSA-N

物化性质

• 沸点：
  274.3±28.0 °C(Predicted)
• 密度：
  1.053±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (E)-3-(pyridin-3-yl)prop-2-en-1-amine 在 偶氮二异丁腈 、 2-甲基十一烷-2-硫醇 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 乙腈 、 mineral oil 为溶剂， 反应 4.5h， 生成 (1,3-dimethyl-1H-imidazol-3-ium-2-yl)((3R*,4S*)-5-imino-4-(pyridin-3-yl)-1-tosylpyrrolidin-3-yl)dihydroborate
  参考文献：
  名称：

  Synthesis of Diverse Boron-Handled N-Heterocycles via Radical Borylative Cyclization of N-Allylcyanamides

  摘要：

  A synthetic method based on radical borylation/cyclization cascades of N-allylcyanamides was developed to construct diverse boron-substituted N-heterocycles. In the reaction process, the N-heterocyclic carbene-boryl radical underwent a chemo- and regioselective addition to the alkene moiety, followed by cyclization with the N-cyano group. The resulting amide-iminyl radical intermediates underwent further reactions to afford various boron-tethered N-heterocyclic molecules. Further transformations to access synthetically useful building blocks were also demonstrated.

  DOI：

  10.1021/acs.orglett.8b03303
• 作为产物：
  描述：

  tert-butyl N-[(E)-3-pyridin-3-ylprop-2-enyl]carbamate 在 甲醇 、 乙酰氯 作用下， 以 乙酸乙酯 为溶剂， 反应 6.0h， 以100%的产率得到(E)-3-(pyridin-3-yl)prop-2-en-1-amine
  参考文献：
  名称：

  铃木交叉偶联反应合成海洋海绵生物碱麦冬蛋白及其类似物

  摘要：

  以铃木偶联反应为关键步骤，描述了天然产物麦冬蛋白的新合成方法。该方法扩展到了吗啡肽和膜糖苷的各种类似物的合成。

  DOI：

  10.1016/s0040-4039(02)00947-4

文献信息

• Synthesis of the marine sponge alkaloid oroidin and its analogues via Suzuki cross-coupling reactions
  作者：Fabienne Berrée、Pascale Girard-Le Bleis、Bertrand Carboni

  DOI：10.1016/s0040-4039(02)00947-4

  日期：2002.7

  A new synthesis of the natural product oroidin was described using a Suzuki coupling reaction as key step. This method was extended to the synthesis of various analogues of oroidin and hymenidin.

  以铃木偶联反应为关键步骤，描述了天然产物麦冬蛋白的新合成方法。该方法扩展到了吗啡肽和膜糖苷的各种类似物的合成。
• Catalytic Allylation of Stabilized Phosphonium Ylides with Primary Allylic Amines
  作者：Xian-Tao Ma、Yong Wang、Rui-Han Dai、Cong-Rong Liu、Shi-Kai Tian

  DOI：10.1021/jo401736k

  日期：2013.11.1

  A range of ketone-stabilized phosphonium ylides were allylated with high regioselectivity by primary allylic amines in the presence of 5 mol % Pd(PPh3)4 and 10 mol % B(OH)3, and subsequent one-pot Wittig olefination gave structurally diverse α,β-unsaturated ketones in good to excellent overall yields with excellent E selectivity. The one-pot allylation/olefination reaction was extended to ester- and

  在5 mol％Pd（PPh 3）4和10 mol％B（OH）3的存在下，通过伯烯丙基胺以高区域选择性将一系列酮稳定化的磷鎓烷基化，然后进行一锅Wittig烯化反应，从而获得结构上的多样性α，β-不饱和酮，具有优异的E选择性，具有良好的总收率或优异的总收率。通过用TsOH取代B（OH）3，将一锅烯丙基化/烯烃化反应扩展到酯和腈稳定的phospho，然后以适当的总收率得到相应的α，β-不饱和酯和腈。
• N-(3-pyridylalkyl)sulfonamide derivative and pharmaceutical preparation containing thereof
  申请人：TERUMO KABUSHIKI KAISHA

  公开号：EP0501876A1

  公开（公告）日：1992-09-02

  Illustrative examples of the N-(3-pyridylalkyl)sulfonamide derivative are represented by the following formulae [II] and [III]: The derivatives are available for a thromboxane A₂ production inhibitor, a thromboxane A₂ antagonist, a prostaglandin H₂ antagonist, an anti-thrombus agent, a thrombus-preventing agent and an anti-allergy agent.

  N-(3-吡啶基烷基)磺酰胺衍生物的举例说明如下公式[II]和[III]所示：这些衍生物可用作血栓素A₂生成抑制剂、血栓素A₂拮抗剂、前列腺素H₂拮抗剂、抗血栓剂、预防血栓剂和抗过敏剂。
• BICYCLIC PYRAZOLE COMPOUNDS AS ANTIBACTERIAL AGENTS
  申请人：Allison Brett D.

  公开号：US20100280240A1

  公开（公告）日：2010-11-04

  Antibacterial compounds, compositions containing them, and methods of use for the inhibition of bacterial activity and the treatment, prevention or inhibition of bacterial infection.

  抗菌化合物，含有它们的组合物，以及用于抑制细菌活性和治疗、预防或抑制细菌感染的使用方法。
• Substituted dipeptide amides
  申请人：G.D. Searle & Co.

  公开号：EP0215297A2

  公开（公告）日：1987-03-25

  The invention relates to novel substituted tyrosyl alanine dipeptide amides of the formula: and the pharmaceutically acceptable acid addition salts thereof wherein R' is hydrogen, lower alkyl, hydroxy, -OCO2 lower alkyl, lower alkoxy, -O(CH2)n- phenyl with the phenyl optionally substituted by halogen, -NO2, -CN, -NH2 or lower alkyl wherein n is 1 to 4; R2 and R' represent lower alkyl, halogen, or lower alkoxy, or either one of R2 or R3 is hydrogen and the other is lower alkyl, lower alkoxy or halogen; R4. R5, R6, R', R8, and R' may be the same or different and represent hydrogen or lower alkyl; and R10 is selected from the group consisting of -(ALK)X where ALK represents alkylene, thioalkylene, oxyalkylene, having 1 to 5 carbon atoms; alkenylene and alkynylene having 2 to 4 carbon atoms; and X represents pyridyl, pyrimidinyl, 9H-fluoren-9-yl, diphenylmethyl, thienyl, carboxy, lower alkoxy carbonyl, substituted phenyl wherein the phenyl substituent is amino, hydroxy, halogen, nitro, methylenedioxy, lower alkyl, carboxy, lower alkoxycarbonyl, lower alkoxy, carboxamide, diloweral- kylamino or X represents phenyl when ALK is not alkylene; or R'° is where p and q are independently 1 to 4; or R9 and R10 together with N is where r and t are independently 1 to 4; v represents an asymmetric carbon that may be racemic or have the D or L configuration; w represents an asymmetric carbon when R7 and R8 are not the same that may be racemic or have the D or L configuration. These compounds are useful as analgesic and/or antihypertensive compounds.

  本发明涉及式中的新型取代酪氨丙氨酸二肽酰胺： 及其药学上可接受的酸加成盐 其中R'是氢、低级烷基、羟基、-OCO2 低级烷基、低级烷氧基、-O(CH2)n-苯基，苯基可任选被卤素、-NO2、-CN、-NH2或低级烷基取代，其中n为1至4；R2和R'代表低级烷基、卤素或低级烷氧基，或者R2或R3中的一个为氢，另一个为低级烷基、低级烷氧基或卤素；R4.R5、R6、R'、R8 和 R' 可以相同或不同，代表氢或低级烷基；以及 R10 选自以下组成的组-(ALK)X 其中 ALK 代表具有 1 至 5 个碳原子的亚烷基、硫代烷基、氧代烷基；具有 2 至 4 个碳原子的烯基和炔基；X代表吡啶基、嘧啶基、9H-芴-9-基、二苯基甲基、噻吩基、羧基、低级烷氧基羰基、取代苯基，其中苯基取代基为氨基、羟基、卤素、硝基、亚甲基二氧基、低级烷基、羧基、低级烷氧基羰基、低级烷氧基、羧酰胺、稀释酰基氨基，或者当ALK不是亚烷基时，X代表苯基；或者R'°为 其中 p 和 q 独立地为 1 至 4；或 R9 和 R10 与 N 一起为 其中 r 和 t 独立地为 1 至 4； v 代表不对称碳，可以是外消旋体或具有 D 或 L 构型； 当 R7 和 R8 不相同时，w 代表一个不对称碳，它可能是外消旋的或具有 D 或 L 构型。这些化合物可用作镇痛剂和/或抗高血压化合物。