2-methylsulfinyl-7-phenyl-pyrrolo[2,1-f][1,2,4]triazine | 1232815-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-methylsulfinyl-7-phenyl-pyrrolo[2,1-f][1,2,4]triazine
• 英文别名: 2-methanesulfinyl-7-phenyl-pyrrolo[2,1-f][1,2,4]triazine；2-(Methylsulfinyl)-7-phenylpyrrolo[2,1-f][1,2,4]triazine；2-methylsulfinyl-7-phenylpyrrolo[2,1-f][1,2,4]triazine
• CAS: 1232815-55-2
• 化学式: C₁₃H₁₁N₃OS
• 分子量: 257.316
• InChiKey: MRKJJXLPEWTJCX-UHFFFAOYSA-N

物化性质

• 熔点：
  114-116 °C(Solv: ethyl ether (60-29-7))
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methylsulfinyl-7-phenyl-pyrrolo[2,1-f][1,2,4]triazine 在 N-苯基双(三氟甲烷磺酰)亚胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 (7-phenyl-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-(3,4,5-trimethoxy-phenyl)amine
  参考文献：
  名称：

  Discovery and Process Synthesis of Novel 2,7-Pyrrolo[2,1-f][1,2,4]triazines

  摘要：

  The synthesis of a new kinase inhibitor template 2-anilino-7-aryl-pyrrolo[2,1-f][1,2,4]triazine Is described which Includes a late stage orthogonally reactive key intermediate amenable to rapid diversification as well an optimized in situ triflate displacement to install the C2-aniline. Furthermore, an efficient scalable process approach will be highlighted which begins with tert-butyl carbazate to provide the key N-N bond and generates the pyrrolotriazine core through a stable bromoaldehyde intermediate followed by condensation with ammonium carbonate.

  DOI：

  10.1021/ol2015237
• 作为产物：
  描述：

  methyl 1-(3-benzoylthioureido)-1H-pyrrole-2-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 、 sodium carbonate 、 间氯过氧苯甲酸 、 三苯基膦 、 sodium hydroxide 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 2-methylsulfinyl-7-phenyl-pyrrolo[2,1-f][1,2,4]triazine
  参考文献：
  名称：

  Discovery and Process Synthesis of Novel 2,7-Pyrrolo[2,1-f][1,2,4]triazines

  摘要：

  The synthesis of a new kinase inhibitor template 2-anilino-7-aryl-pyrrolo[2,1-f][1,2,4]triazine Is described which Includes a late stage orthogonally reactive key intermediate amenable to rapid diversification as well an optimized in situ triflate displacement to install the C2-aniline. Furthermore, an efficient scalable process approach will be highlighted which begins with tert-butyl carbazate to provide the key N-N bond and generates the pyrrolotriazine core through a stable bromoaldehyde intermediate followed by condensation with ammonium carbonate.

  DOI：

  10.1021/ol2015237

文献信息

• [EN] PYRROLOTRIAZINES AS ALK AND JAK2 INHIBITORS<br/>[FR] PYRROLOTRIAZINES EN TANT QU'INHIBITEURS D'ALK ET DE JAK2
  申请人：CEPHALON INC

  公开号：WO2010071885A1

  公开（公告）日：2010-06-24

  The present invention provides a compound of formula (I) or a salt form thereof, wherein Q1, Q2, Q3, and Q4 are as defined herein. The compound of formula (I) has ALK and/or JAK2 inhibitory activity, and may be used to treat proliferative disorders.

  本发明提供了一种式（I）的化合物或其盐形式，其中Q1、Q2、Q3和Q4如本文所定义。式（I）的化合物具有ALK和/或JAK2抑制活性，并可用于治疗增殖性疾病。
• PYRROLOTRIAZINES AS ALK AND JAK2 INHIBITORS
  申请人：Breslin Henry J.

  公开号：US20120028919A1

  公开（公告）日：2012-02-02

  The present invention provides a compound of formula I or a salt form thereof, wherein Q 1 , Q 2 , Q 3 , and Q 4 are as defined herein. The compound of formula I has ALK and/or JAK2 inhibitory activity, and may be used to treat proliferative disorders.

  本发明提供了公式I或其盐形式的化合物，其中Q1、Q2、Q3和Q4的定义如本文所述。公式I的化合物具有ALK和/或JAK2抑制活性，可用于治疗增生性疾病。
• US8471005B2
  申请人：——

  公开号：US8471005B2

  公开（公告）日：2013-06-25
• Discovery and Process Synthesis of Novel 2,7-Pyrrolo[2,1-<i>f</i>][1,2,4]triazines
  作者：Tho Thieu、Joseph A. Sclafani、Daniel V. Levy、Andrew McLean、Henry J. Breslin、Gregory R. Ott、Roger P. Bakale、Bruce D. Dorsey

  DOI：10.1021/ol2015237

  日期：2011.8.19

  The synthesis of a new kinase inhibitor template 2-anilino-7-aryl-pyrrolo[2,1-f][1,2,4]triazine Is described which Includes a late stage orthogonally reactive key intermediate amenable to rapid diversification as well an optimized in situ triflate displacement to install the C2-aniline. Furthermore, an efficient scalable process approach will be highlighted which begins with tert-butyl carbazate to provide the key N-N bond and generates the pyrrolotriazine core through a stable bromoaldehyde intermediate followed by condensation with ammonium carbonate.