1-tert-butyl-5'-fluoro-2',5-dioxo-1,5,7,8-tetrahydrospiro[furo[3,4-b]pyrrolo[3,2-e]pyridine-4,3'-indoline]-3-carbonitrile | 1443359-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-tert-butyl-5'-fluoro-2',5-dioxo-1,5,7,8-tetrahydrospiro[furo[3,4-b]pyrrolo[3,2-e]pyridine-4,3'-indoline]-3-carbonitrile
• CAS: 1443359-34-9
• 化学式: C₂₁H₁₇FN₄O₃
• 分子量: 392.389
• InChiKey: RJCWWVUNEHGISS-UHFFFAOYSA-N

物化性质

• 熔点：
  274-276 °C
• 沸点：
  666.6±55.0 °C(predicted)
• 密度：
  1.52±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  29.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  96.15
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-羟乙酰乙酸内酯 、 5-氟靛红 、 5-氨基-1-叔丁基-1H-吡咯-3-甲腈 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 以61%的产率得到1-tert-butyl-5'-fluoro-2',5-dioxo-1,5,7,8-tetrahydrospiro[furo[3,4-b]pyrrolo[3,2-e]pyridine-4,3'-indoline]-3-carbonitrile
  参考文献：
  名称：

  Novel and efficient synthesis of 4,7-dihydro-1H-pyrrolo[2,3-b]pyridine derivatives via one-pot, three-component approach from N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds

  摘要：

  An efficient route to novel 4,7-dihydro-1H-pyrrolo[2,3-b]pyridines with incorporated tetrahedral fragment in the position-4 via three-component reaction of N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds has been developed. In the same time, by using developed methods here, the 4,7-dihydro-1H-pyrrolo[2,3-b]pyridines with fused 4-spiro-frameworks were synthesized starting from isatins and a set of 1,2-dicarbonyl compounds. The reactions were carried out under mild conditions using ethanol, acetic acid or 1,4-dioxane as solvent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.115