2'-Benzyloxy-6-methoxy-3'-nitro-2-trifluoromethyl-[3,4']bipyridinyl | 503184-37-0

• 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: 2'-Benzyloxy-6-methoxy-3'-nitro-2-trifluoromethyl-[3,4']bipyridinyl
• 英文别名: 6-Methoxy-3-(3-nitro-2-phenylmethoxypyridin-4-yl)-2-(trifluoromethyl)pyridine；6-methoxy-3-(3-nitro-2-phenylmethoxypyridin-4-yl)-2-(trifluoromethyl)pyridine
• CAS: 503184-37-0
• 化学式: C₁₉H₁₄F₃N₃O₄
• 分子量: 405.333
• InChiKey: QEPWGYYYMYHOOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  90.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2'-Benzyloxy-6-methoxy-3'-nitro-2-trifluoromethyl-[3,4']bipyridinyl 在 ammonium hydroxide 、 sodium dithionite 、 氢溴酸 、 三氟乙酸 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 136.0h， 生成 5-[2-Ethyl-3-(1-methyl-butyl)-3H-imidazo[4,5-b]pyridin-7-yl]-6-trifluoromethyl-pyridin-2-ol
  参考文献：
  名称：

  CRF Ligands via suzuki and negishi couplings of 3-pyridyl boronic acids or halides with 2-benzyloxy-4-chloro-3-nitropyridine

  摘要：

  A series of imidazo[4,5-b]pyridines with a 7-(3-pyridyl) substituent is described as high affinity CRF receptor ligands. Individual analogues were synthesized from key intermediates obtained via palladium-catalyzed coupling of 3-pyridyl zinc or boronic acid organometallic intermediates with 2-benzyloxy-4-chloro-3-nitropyridine 12. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00835-1
• 作为产物：
  描述：

  6-甲氧基-3-硝基-2-(三氟甲基)吡啶 在 盐酸 、 ammonium hydroxide 、 sodium dithionite 、 锌 、 sodium nitrite 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 72.33h， 生成 2'-Benzyloxy-6-methoxy-3'-nitro-2-trifluoromethyl-[3,4']bipyridinyl
  参考文献：
  名称：

  CRF Ligands via suzuki and negishi couplings of 3-pyridyl boronic acids or halides with 2-benzyloxy-4-chloro-3-nitropyridine

  摘要：

  A series of imidazo[4,5-b]pyridines with a 7-(3-pyridyl) substituent is described as high affinity CRF receptor ligands. Individual analogues were synthesized from key intermediates obtained via palladium-catalyzed coupling of 3-pyridyl zinc or boronic acid organometallic intermediates with 2-benzyloxy-4-chloro-3-nitropyridine 12. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00835-1

文献信息

• CRF Ligands via suzuki and negishi couplings of 3-pyridyl boronic acids or halides with 2-benzyloxy-4-chloro-3-nitropyridine
  作者：Argyrios G. Arvanitis、Charles R. Arnold、Lawrence W. Fitzgerald、William E. Frietze、Richard E. Olson、Paul J. Gilligan、David W. Robertson

  DOI：10.1016/s0960-894x(02)00835-1

  日期：2003.1

  A series of imidazo[4,5-b]pyridines with a 7-(3-pyridyl) substituent is described as high affinity CRF receptor ligands. Individual analogues were synthesized from key intermediates obtained via palladium-catalyzed coupling of 3-pyridyl zinc or boronic acid organometallic intermediates with 2-benzyloxy-4-chloro-3-nitropyridine 12. (C) 2002 Elsevier Science Ltd. All rights reserved.