3'-methyl-1'-phenyl-1',9'-dihydrospiro[indoline-3,4'-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]-2,5',7'(6'H,8'H)-trione | 1308671-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3'-methyl-1'-phenyl-1',9'-dihydrospiro[indoline-3,4'-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]-2,5',7'(6'H,8'H)-trione
• 英文别名: 3'-methyl-1'-phenylspiro[indoline-3,4'-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]-2,5',7'(6'H,8'H,9'H)-trione；6'-methyl-4'-phenylspiro[1H-indole-3,8'-2,4,5,11,13-pentazatricyclo[7.4.0.03,7]trideca-1(9),3(7),5-triene]-2,10',12'-trione
• CAS: 1308671-29-5
• 化学式: C₂₂H₁₆N₆O₃
• 分子量: 412.407
• InChiKey: PAQJQQRFJVNGKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氨基-2,6-二羟基嘧啶 、 5-氨基-3-甲基-1-苯基吡唑 、 靛红 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 7.0h， 以95%的产率得到3'-methyl-1'-phenyl-1',9'-dihydrospiro[indoline-3,4'-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]-2,5',7'(6'H,8'H)-trione
  参考文献：
  名称：

  在水介质中通过脱氨基环化反应合成绿色无金属的螺旋稠合的3,4'-吡唑并[4'，3'：5,6]吡啶[2,3- d ]嘧啶衍生物

  摘要：

  通过取代的1 H- 吡唑-的靛红的脱氨基环化反应，绿色合成无螺旋合成的3,4'-吡唑并[4'，3'：5,6]吡啶[2,3- d ]嘧啶衍生物 据报道在水性介质中有5-胺和6-氨基嘧啶-2,4（1 H ，3 H ）-二酮或6-氨基-1,3-二甲基嘧啶-2,4（1 H ，3 H ）-二酮。这是通过脱氨基环化反应合成目标产物的有效途径。该方法的其他优点是产量高，易于分离，基材范围广和环境友好。

  DOI：

  10.1007/s11164-018-3642-3

文献信息

• An efficient synthesis of pyrazolo[3,4-b]pyridine-4-spiroindolinones by a three-component reaction of 5-aminopyrazoles, isatin, and cyclic β-diketones
  作者：Jairo Quiroga、Sandra Portillo、Alfredo Pérez、Jaime Gálvez、Rodrigo Abonia、Braulio Insuasty

  DOI：10.1016/j.tetlet.2011.03.067

  日期：2011.5

  Novel pyrazolopyridine-spiroindolinones were prepared by the three-component reaction of 5-aminopyrazoles, isatin, and cyclic β-diketones in aqueous media and catalyzed by p-TSA. This protocol provides a simple one-step procedure with the advantages of easy work-up, mild reaction conditions and environmentally benign.

  新型吡唑并吡啶-螺并吲哚满酮是通过5-氨基吡唑，靛红和环状β-二酮在水性介质中的三组分反应制备的，并通过p -TSA催化。该协议提供了一个简单的一步程序，具有易于处理，反应条件温和且对环境无害的优点。
• 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
  作者：Kamaraj Balamurugan、Subbu Perumal、J. Carlos Menéndez

  DOI：10.1016/j.tet.2011.03.020

  日期：2011.5

  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.