1h-Pyrazolo[3,4-b]pyridine-1-carboxylic acid,5-bromo-3-formyl-,1,1-dimethylethyl ester | 916326-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: 1h-Pyrazolo[3,4-b]pyridine-1-carboxylic acid,5-bromo-3-formyl-,1,1-dimethylethyl ester
• 英文别名: tert-butyl 5-bromo-3-formylpyrazolo[3,4-b]pyridine-1-carboxylate
• CAS: 916326-33-5
• 化学式: C₁₂H₁₂BrN₃O₃
• 分子量: 326.15
• InChiKey: DDBXOBDVLCKPQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1h-Pyrazolo[3,4-b]pyridine-1-carboxylic acid,5-bromo-3-formyl-,1,1-dimethylethyl ester 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide sulfur 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 tert-butyl 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[3,4-b]pyridine-1-carboxylate
  参考文献：
  名称：

  Synthesis of 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine, a potent cyclin dependent kinase 1 (CDK1) inhibitor

  摘要：

  The novel compound 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine was discovered to be a potent CDK1 inhibitor. Described here is the chemistry for its synthesis, including Pd(II) catalyzed Stille coupling reaction and sulfur(0) induced benzimidazole formation. Its effects on VEGFR-2 kinase activity and tumour cell proliferation are also described.

  DOI：

  10.1016/j.bmcl.2006.12.031
• 作为产物：
  描述：

  3-碘-1H-吡唑并[3,4-B]吡啶 在 4-二甲氨基吡啶 、 溴 、 叔丁基锂 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 1h-Pyrazolo[3,4-b]pyridine-1-carboxylic acid,5-bromo-3-formyl-,1,1-dimethylethyl ester
  参考文献：
  名称：

  Synthesis of 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine, a potent cyclin dependent kinase 1 (CDK1) inhibitor

  摘要：

  The novel compound 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine was discovered to be a potent CDK1 inhibitor. Described here is the chemistry for its synthesis, including Pd(II) catalyzed Stille coupling reaction and sulfur(0) induced benzimidazole formation. Its effects on VEGFR-2 kinase activity and tumour cell proliferation are also described.

  DOI：

  10.1016/j.bmcl.2006.12.031

文献信息

• 3-benzoimidazolyl-pyrazolopyridines useful in treating kinase disorders
  申请人：Chiu George

  公开号：US20090048249A1

  公开（公告）日：2009-02-19

  The present invention is directed to novel 3-benzoimidazolyl-pyrazolopyridine compounds of formula (I): and pharmaceutically acceptable forms thereof and their synthesis and use as inhibitors of serine-threonine protein kinases and tyrosine protein kinases and interactions thereof.

  本发明涉及一种新型的3-苯并咪唑基-吡唑吡啶化合物，其化学式为(I)，以及其药学上可接受的形式、合成方法和用作丝氨酸/苏氨酸蛋白激酶和酪氨酸蛋白激酶的抑制剂及其相互作用的用途。
• WO2006/130673
  申请人：——

  公开号：——

  公开（公告）日：——
• US7541367B2
  申请人：——

  公开号：US7541367B2

  公开（公告）日：2009-06-02
• Synthesis of 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine, a potent cyclin dependent kinase 1 (CDK1) inhibitor
  作者：Shenlin Huang、Ronghui Lin、Yang Yu、Yanhua Lu、Peter J. Connolly、George Chiu、Shengjian Li、Stuart L. Emanuel、Steven A. Middleton

  DOI：10.1016/j.bmcl.2006.12.031

  日期：2007.3

  The novel compound 3-(1H-benzimidazol-2-yl)-5-isoquinolin-4-ylpyrazolo[1,2-b]pyridine was discovered to be a potent CDK1 inhibitor. Described here is the chemistry for its synthesis, including Pd(II) catalyzed Stille coupling reaction and sulfur(0) induced benzimidazole formation. Its effects on VEGFR-2 kinase activity and tumour cell proliferation are also described.