1-methylchromeno[2,3-d]pyrazol-9-one | 1033701-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-methylchromeno[2,3-d]pyrazol-9-one
• 英文别名: 1-methylchromeno[3,2-c]pyrazol-9-one
• CAS: 1033701-07-3
• 化学式: C₁₁H₈N₂O₂
• 分子量: 200.197
• InChiKey: ARYNYYLJVYOTRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-methyl-5-(2'-hydroxybenzoyl)-4-fluoro-1H-pyrazole 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到1-methylchromeno[2,3-d]pyrazol-9-one
  参考文献：
  名称：

  Reaction of N-Methyl-5-tributylstannyl-4-fluoro-1H-pyrazole and Its Application to N-Methyl-chromeno[2,3-d]pyrazol-9-one Synthesis

  摘要：

  N-Methylation by sequential treatment of 5-tributylstannyl-4-fluoro-1H-pyrazole 1 with LDA and iodomethane regioselectively afforded the compound 2a in high yield. The addition reaction of 5-lithiated-4-fluoro-1H-pyrazole generated from 2a with a wide range of electrophiles allowed a facile introduction of different substituents at position 5 in good yields. The adduct 3d was efficiently converted to N-methyl-chromeno[2,3-d]pyrazol-9-one 9 in 3 steps.

  DOI：

  10.1021/jo800431t

文献信息

• Reaction of <i>N</i>-Methyl-5-tributylstannyl-4-fluoro-1<i>H</i>-pyrazole and Its Application to <i>N</i>-Methyl-chromeno[2,3-<i>d</i>]pyrazol-9-one Synthesis
  作者：Takeshi Hanamoto、Eri Hashimoto、Masayuki Miura、Hiroshi Furuno、Junji Inanaga

  DOI：10.1021/jo800431t

  日期：2008.6.1

  N-Methylation by sequential treatment of 5-tributylstannyl-4-fluoro-1H-pyrazole 1 with LDA and iodomethane regioselectively afforded the compound 2a in high yield. The addition reaction of 5-lithiated-4-fluoro-1H-pyrazole generated from 2a with a wide range of electrophiles allowed a facile introduction of different substituents at position 5 in good yields. The adduct 3d was efficiently converted to N-methyl-chromeno[2,3-d]pyrazol-9-one 9 in 3 steps.