With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.
21169-71-1, A solution of 5-isoxazolecarboxylic acid (500 mg, 4.42 mmol, commercially available from e.g. Sigma-Aldrich, Maybridge or Apollo) in dry dichloromethane (DCM) (14.700 ml) was stirred at room temperature under an atmosphere of argon. EDC (1017 mg, 5.31 mmol) and HOBt (339 mg, 2.21 1 mmol) were added to the solution and stirring was continued at room temperature for 1/2 hour. After this time, 1 ,1-dimethylethyl hydrazinecarboxylate (701 mg, 5.31 mmol) was added to the reaction mixture and stirring was continued for a further 18 hours at room temperature (overnight). The solution was diluted with DCM (approx 30 ml) and washed with water (2 x 20 ml). The organics were dried over MgSO4, filtered and concentrated under reduced pressure to give a colourless oil. The oil was chromatographed [Sitheta2, EtOAc/Hexane 0-100%] to give a colourless, thick oil in 321 mg. The oil was used directly in the next step. LCMS [M-H] 226.22 and [M+H- BOC]+ 128.07 (at) 0.60 min (2 min run).
21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various fields.
Reference£º
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem