With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36216-80-5,Benzo[d]isoxazol-3-amine,as a common compound, the synthetic route is as follows.
To a stirred solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidine- 4-carboxylic acid (289 mg, 1.00 mmol) and DMF (0.010 mL) in THF (5.0 mL) was added oxalyl chloride (0.174 mL, 2.00 mmol) dropwise at 0 C. After stirring at room temperature for 1 h, the solvent was concentrated in vacuo. To the residue were added THF (5.0 mL), benzo[d]isoxazol-3-amine (134 mg, 1.00 mmol), and pyridine (0.404 mL, 5.00 mmol) at 0 C. The mixture was stirred at room temperature for 1.0 h, and the solvent was concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc), and recrystallized from EtOAc- hexane to give 65a (60.3 mg, 15%) as colorless crystals, mp 204- 205 C. 1H NMR (300 MHz, CDCl3) d: 2.05-2.22 (4H, m), 2.88 (1H, bs), 3.36-3.45 (2H, m), 4.11-4.18 (2H, m), 7.32-7.63 (6H, m), 8.19-8.27 (3H, m), 9.46 (1H, br s). Analytical HPLC showed 97.4% purity.
As the paragraph descriping shows that 36216-80-5 is playing an increasingly important role.
Reference£º
Article; Kono, Mitsunori; Matsumoto, Takahiro; Kawamura, Toru; Nishimura, Atsushi; Kiyota, Yoshihiro; Oki, Hideyuki; Miyazaki, Junichi; Igaki, Shigeru; Behnke, Craig A.; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 21; 1; (2013); p. 28 – 41;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics