With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33282-15-4,5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.
Example 39 5-(4-Hydroxy-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide DIPEA (153 mg, 0.2 mL, 1.18 mmol) followed by HOBT (48 mg, 0.35 mmol) and EDCI (69 mg, 0.35 mmol) were added to a stirred solution of 5-(4-Hydroxy-phenyl)-isoxazole-3-carboxylic acid (69.3 mg, 0.34 mmol) (prepared according to a procedure similar to that described in synthesis procedure 3, steps 1-4-b, using 1-(4-hydroxyphenyl)ethanone (Aldrich, St. Louis, Mo.) as starting material) in DMF (2 mL) at room temperature. After 2 minutes 2-Amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (prepared according to a procedure similar to that described in synthesis procedure 1, using 5-Fluoro-2-trifluoromethyl-benzoic acid (Aldrich, St. Louis, Mo.) as a starting material) (125 mg, 0.34 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and extracted with ethyl acetate. The organic layer was washed with brine and dried over Na2SO4, concentrated under reduced pressure to afford the residue. The residue obtained was purified by stirring in ethyl acetate at room temperature for 10 minutes and then filtered to afford 101 mg (57.3%) of 5-(4-Hydroxy-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 93.08%. 1H NMR (DMSO-d6): delta 10.2 (s, 1H), 8.6 (t, 1H), 7.9 (m, 1H), 7.76 (d, 2H), 7.5 (m, 2H), 7.16 (s, 1H), 6.9 (d, 2H), 4.1 (m, 2H), 3.4 (m, 6H), 3.0 (m, 2H).
33282-15-4, As the paragraph descriping shows that 33282-15-4 is playing an increasingly important role.
Reference£º
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem