tert-butyl 6-chloro-1H,2H,3H-pyrrolo[2,3-b]pyridine-1-carboxylate | 679392-22-4

• 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: tert-butyl 6-chloro-1H,2H,3H-pyrrolo[2,3-b]pyridine-1-carboxylate
• 英文别名: tert-butyl 6-chloro-2,3-dihydropyrrolo[2,3-b]pyridine-1-carboxylate
• CAS: 679392-22-4
• 化学式: C₁₂H₁₅ClN₂O₂
• 分子量: 254.716
• InChiKey: BQUKKNXFPQIXQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-氯-2-碘乙烷 、 2-BOC-氨基-6-氯吡啶 在 正丁基锂 、 四甲基乙二胺 、 copper(I) bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以57%的产率得到tert-butyl 6-chloro-1H,2H,3H-pyrrolo[2,3-b]pyridine-1-carboxylate
  参考文献：
  名称：

  An efficient one-pot synthesis of annulated pyridines utilising a directed ortho-metallation/transmetallation approach

  摘要：

  The ortho-alkylation of Boc-protected aminopyridines with alpha,omega-dihaloalkanes followed by in situ cyclisation, resulted in the corresponding annulated pyridine derivatives in good to excellent yields. The effect of the alkylating and chelating agents, the transmetallation additives and the directing group was examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.096

文献信息

• An efficient one-pot synthesis of annulated pyridines utilising a directed ortho-metallation/transmetallation approach
  作者：Antony J. Davies、Karel M.J. Brands、Cameron J. Cowden、Ulf-H. Dolling、David R. Lieberman

  DOI：10.1016/j.tetlet.2003.12.096

  日期：2004.2

  The ortho-alkylation of Boc-protected aminopyridines with alpha,omega-dihaloalkanes followed by in situ cyclisation, resulted in the corresponding annulated pyridine derivatives in good to excellent yields. The effect of the alkylating and chelating agents, the transmetallation additives and the directing group was examined. (C) 2004 Elsevier Ltd. All rights reserved.