3-[5-amino-1-(4-fluorophenyl)-3-methyl-1H-4-pyrazolyl]-5-chloro-3-hydroxy-2-indolinone | 1308671-48-8

• 英文名称: 3-[5-amino-1-(4-fluorophenyl)-3-methyl-1H-4-pyrazolyl]-5-chloro-3-hydroxy-2-indolinone
• CAS: 1308671-48-8
• 化学式: C₁₈H₁₄ClFN₄O₂
• 分子量: 372.786
• InChiKey: PDJGGJWGFMCEBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  93.17
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3-氨基巴豆腈 、 5-氯靛红 、 4-氟苯肼 在 indium(III) chloride 作用下， 以 水 为溶剂， 反应 0.17h， 以90%的产率得到3-[5-amino-1-(4-fluorophenyl)-3-methyl-1H-4-pyrazolyl]-5-chloro-3-hydroxy-2-indolinone
  参考文献：
  名称：

  New four-component reactions in water: a convergent approach to the metal-free synthesis of spiro[indoline/acenaphthylene-3,4′-pyrazolo[3,4-b]pyridine derivatives

  摘要：

  New four-component domino reactions are described that allow the one-pot synthesis of spiro[indoline/acenaphthylene-3,4'-pyrazolo[3,4-b]pyridine derivatives from the reaction of phenylhydrazine, 3-aminocrotononitrile, isatin/acenaphthylene-1,2-dione, and cyclic 1,3-dicarbonyl compounds, including cyclohexane-1,3-diones, barbituric acid, and 2-thioxodihydropyrimidine-4,6(1H,5H)-dione, in the presence of (+/-)-camphor-10-sulfonic acid (CSA). These processes take place in water and involve the generation of two rings and five new bonds (two C-C, two C-N and one C = N) in a single synthetic operation, with expedient work-up and diminished waste generation due to the absence of extraction and purification steps. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.020