| 1514915-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1514915-16-2
• 化学式: C₁₂H₇FN₂O₇S
• 分子量: 342.261
• InChiKey: XCTXTBIBFJQIGY-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  4-Fluorophenyl 4-nitrobenzene-1-sulfonate 在 硫酸 、 硝酸 作用下， 生成 、
  参考文献：
  名称：

  Development of a Scalable Synthesis of a Vascular Endothelial Growth Factor Receptor-2 Kinase Inhibitor: Efficient Construction of a 6-Etherified [1,2,4]Triazolo[1,5-a]pyridine-2-amine Core

  摘要：

  A practical and scalable synthesis of the vascular endothelial growth factor receptor-2 (VEGFR-2) kinase inhibitor 1 has been developed. The key features of the process development include facile preparation of the key raw material 3-amino-4-fluorophenol, chemoselective nucleophilic aromatic substitution of 5-chloro-2-nitropyridine with phenol, a safe one-pot synthesis of a substituted urea using an isothiocyanate generated in situ from inexpensive materials, and improvement of the yield of acylation in the end game. The optimized six-step synthesis afforded 1:H2O in 54% overall yield, twice as much as the yield of the original synthesis, without chromatographic purification. In addition, a robust recrystallization procedure to afford the desired crystal form of 1 was also developed.

  DOI：

  10.1021/op4002824