tert-butyl 6-cyanonicotinate | 453565-50-9

• 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: tert-butyl 6-cyanonicotinate
• 英文别名: Tert-butyl 6-cyanopyridine-3-carboxylate
• CAS: 453565-50-9
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: VANLFQVVKAXGLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 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：
  63
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 6-cyanonicotinate 在 copper(l) iodide 、 (-)-diisopinocamphenylborane chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 19.0h， 生成 (S)-tert-butyl 6-(1-hydroxypropyl)nicotinate
  参考文献：
  名称：

  Discovery of novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones as human chymase inhibitors using structure-based drug design

  摘要：

  A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones were explored as human chymase inhibitors using structure-based drug design according to the X-ray cocrystal structure of chymase and compound 1. The optimization focused on the prime site led to the attainment of compounds that showed potent inhibitory activity, and among them, 18R shows a novel interaction mode. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.079
• 作为产物：
  描述：

  6-氯烟酸 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 锌 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 19.0h， 生成 tert-butyl 6-cyanonicotinate
  参考文献：
  名称：

  Discovery of novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones as human chymase inhibitors using structure-based drug design

  摘要：

  A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones were explored as human chymase inhibitors using structure-based drug design according to the X-ray cocrystal structure of chymase and compound 1. The optimization focused on the prime site led to the attainment of compounds that showed potent inhibitory activity, and among them, 18R shows a novel interaction mode. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.079

文献信息

• Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists
  申请人：——

  公开号：US20030055085A1

  公开（公告）日：2003-03-20

  The present invention provides compounds and pharmaceutical compositions that act as antagonists at metabotropic glutamate receptors, and that are useful for treating neurological diseases and disorders. Methods of preparing the compounds also are disclosed.

  本发明提供了作为代谢型谷氨酸受体拮抗剂的化合物和药物组合物，用于治疗神经系统疾病和障碍。还公开了制备这些化合物的方法。
• A mesoporous organosilica grafted Pd catalyst (MOG-Pd) for efficient base free and phosphine free synthesis of tertiary butyl esters via tertiary-butoxycarbonylation of boronic acid derivatives without using carbon monoxide
  作者：Kajari Ghosh、Rostam Ali Molla、Md. Asif Iqubal、S. M. Islam

  DOI：10.1039/c4gc02443e

  日期：——

  A reusable MOG-Pd catalyst has been synthesized, characterized and it shows high efficiency in tert-butoxycarbonylation under green condition.

  已合成、表征并展示出在绿色条件下对叔丁氧羰基化反应具有高效性能的可重复使用的MOG-Pd催化剂。
• Preparation of <i>tert</i>-Butyl Esters via Pd-Catalyzed <i>tert</i>-Butoxycarbonylation of (Hetero)aryl Boronic Acid Derivatives
  作者：Xinjian Li、Dapeng Zou、Helong Zhu、Yaping Wang、Jingya Li、Yangjie Wu、Yusheng Wu

  DOI：10.1021/ol500319a

  日期：2014.4.4

  tert-butyl esters from boronic acids or boronic acid pinacol esters and di-t-butyl dicarbonate has been successfully achieved. The cross-coupling reactions can produce up to 94% yields by using palladium acetate and triphenylphosphine as catalyst system, dioxane as a solvent. Moreover, a wide range of substrates including benzenes, pyridines, and quinolines boronic acids or boronic acid pinacol esters can

  以合成新的协议叔从硼酸或硼酸频哪醇酯-丁基酯和二-吨-丁基二碳酸酯已成功地实现。通过使用乙酸钯和三苯膦作为催化剂体系，以二恶烷作为溶剂，交叉偶联反应可产生高达94％的产率。而且，包括苯，吡啶和喹啉，硼酸或硼酸频哪醇酯在内的多种底物也可适用于该系统。
• 一种芳环/芳杂环叔丁醇酯类化合物的制备方法
  申请人：郑州泰基鸿诺医药股份有限公司

  公开号：CN104140393B

  公开（公告）日：2016-09-21

  本发明公开了一种芳环/芳杂环叔丁醇酯类化合物的制备方法，包括：1）搅拌条件下，将芳杂环硼酸酯类化合物或芳环硼酸类化合物、二碳酸二叔丁酯加入溶剂中，再加入钯催化剂和配体，得混合物A；2）将混合物A加热进行反应，后冷却至室温，得混合物B；3）将混合物B用乙酸乙酯稀释后，用硅藻土过滤，收集滤液，浓缩、旋干，即得。本发明的制备方法，实现了芳杂环硼酸酯类化合物或芳环硼酸类化合物的烷氧羰基化反应，直接生成芳环/芳杂环叔丁醇酯类化合物；原料无毒、廉价易得；催化体系成本低且具有良好的稳定性和广泛的适用性；反应条件温和，安全性高，易于控制；工艺简单，操作方便，环境友好，专一性强，适合工业化生产。
• HETEROPOLYCYCLIC COMPOUNDS AND THEIR USE AS METABOTROPIC GLUTAMATE RECEPTOR ANTAGONISTS
  申请人：NPS PHARMACEUTICALS, INC.

  公开号：EP1379525A2

  公开（公告）日：2004-01-14