3-(1-tert-butoxycarbonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester | 901792-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 3-(1-tert-butoxycarbonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 3-[1-[(2-methylpropan-2-yl)oxycarbonyl]-3,6-dihydro-2H-pyridin-4-yl]pyrrolo[2,3-b]pyridine-1-carboxylate
• CAS: 901792-73-2
• 化学式: C₂₂H₂₉N₃O₄
• 分子量: 399.49
• InChiKey: NWSNYLDZXSLFAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(1-tert-butoxycarbonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester 在 吡啶 、 4-二甲氨基吡啶 、 dimethyl sulfide borane 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 acidic aq. solution 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  3-(4-Piperidinyl)indoles and 3-(4-piperidinyl)pyrrolo-[2,3-b]pyridines as ligands for the ORL-1 receptor

  摘要：

  A novel series of indoles and 1H-pyrrolo[2,3-b]pyridines having a piperidine ring at the 3-position were synthesized and found to bind with high affinity to the ORL-1 receptor. Structure-activity relationships at the piperidine nitrogen were investigated in each series. Substitution on the phenyl ring and nitrogen atom of the indole and 1H-pyrrolo[2,3-b]pyridine cores generated several selective high-affinity ligands that were agonists of the ORL-1 receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.094
• 作为产物：
  描述：

  tert-butyl 4-(1H-pyrrolo[2,3-b] pyridin-3-yl)-3,6-dihydropyridine-1(2H)-carboxylate 、 二碳酸二叔丁酯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到3-(1-tert-butoxycarbonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  3-(4-Piperidinyl)indoles and 3-(4-piperidinyl)pyrrolo-[2,3-b]pyridines as ligands for the ORL-1 receptor

  摘要：

  A novel series of indoles and 1H-pyrrolo[2,3-b]pyridines having a piperidine ring at the 3-position were synthesized and found to bind with high affinity to the ORL-1 receptor. Structure-activity relationships at the piperidine nitrogen were investigated in each series. Substitution on the phenyl ring and nitrogen atom of the indole and 1H-pyrrolo[2,3-b]pyridine cores generated several selective high-affinity ligands that were agonists of the ORL-1 receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.094

文献信息

• 3-PIPERIDIN-4-YL-INDOLE ORL-1 RECEPTOR MODULATORS
  申请人：Bignan C. Gilles

  公开号：US20080015214A1

  公开（公告）日：2008-01-17

  The present invention is directed to novel 3-piperidin-4-yl-indole derivatives of formula (I) and forms thereof, wherein X, R 1 , R 2 , R 3 , R 4 and R 5 are as herein defined, pharmaceutical compositions thereof and use as ORL-1 receptor modulators for treating, preventing or ameliorating ORL-1 receptor mediated disorders and conditions.

  本发明涉及一种新型3-哌啶基-4-基吲哚衍生物及其形式，其化学式为(I)，其中X，R1，R2，R3，R4和R5如本文所定义，以及其药物组合物和用作ORL-1受体调节剂治疗、预防或改善ORL-1受体介导的疾病和病状。
• WO2007/50381
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] 3-PIPERIDIN-4-YL-INDOLE ORL-1 RECEPTOR MODULATORS<br/>[FR] MODULATEURS DU RECEPTEUR DE R3-PIPERIDINE-4-YL-INDOLE ORL-1
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007050381A2

  公开（公告）日：2007-05-03

  [EN] The present invention is directed to novel 3-piperidin-4-yl-indole derivatives of formula (I) and forms thereof, wherein X, R¹, R², R³, R⁴ and R⁵ are as herein defined, pharmaceutical compositions thereof and use as ORL-1 receptor modulators for treating, preventing or ameliorating ORL-1 receptor mediated disorders and conditions.
  [FR] La présente invention concerne des dérivés de 3-pipéridine-4-yl-indole représentés par la formule (I) dans laquelle X, R¹, R², R³, R⁴ et R⁵ sont comme définis dans le descriptif ainsi que des formes de ces dérivés et des compositions tirées de ces dérivés, qui sont utilisés pour le traitement, la prévention ou l'atténuation de troubles et de manifestations induites par le récepteur d'ORL-1.
• 3-(4-Piperidinyl)indoles and 3-(4-piperidinyl)pyrrolo-[2,3-b]pyridines as ligands for the ORL-1 receptor
  作者：Gilles C. Bignan、Kathleen Battista、Peter J. Connolly、Michael J. Orsini、Jingchun Liu、Steven A. Middleton、Allen B. Reitz

  DOI：10.1016/j.bmcl.2006.03.094

  日期：2006.7

  A novel series of indoles and 1H-pyrrolo[2,3-b]pyridines having a piperidine ring at the 3-position were synthesized and found to bind with high affinity to the ORL-1 receptor. Structure-activity relationships at the piperidine nitrogen were investigated in each series. Substitution on the phenyl ring and nitrogen atom of the indole and 1H-pyrrolo[2,3-b]pyridine cores generated several selective high-affinity ligands that were agonists of the ORL-1 receptor. (c) 2006 Elsevier Ltd. All rights reserved.