With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.
A solution of 3-isoxazolecarboxylic acid (500 mg, 4.42 mmol, commercially available from e.g. Manchester Organics, Bio-Farma or APAC) in dry dichloromethane (DCM) (14.700 ml) was stirred at room temeprature under an atmosphere of argon. EDC (1017 mg, 5.31 mmol) and HOBt (339 mg, 2.21 1 mmol) were added to the stirred soltuion and the resulting solution was stirred for 3/4 hour. After this time, 1 ,1- dimethylethyl hydrazinecarboxylate (701 mg, 5.31 mmol) was added to the stirred solution and strring continued for a further 18 hours at room temperature (overnight). The reaction mixture was partitioned between DCM (~ 20 ml) and saturated sodium bicarbonate solution (~ 20 ml). The aqueous phase was extracted with DCM (2 x 20 ml) and the combined organic extracts washed with saturated brine (~ 50 ml), dried over sodium sulphate, evaporated in vacuo and dried (vacuum oven, 40 0C, 72 hr) to afford the crude product as a brown oil. This was purified via Biotage SP4 (2-20 % MeOH/DCM; 100g SNAP Biotage column; 12 CV) to afford the required product as an orange oil in 510.6 mg, which was used without further purification in the next step. LCMS: [M-Boc+H]+ m/z = 128.0; RT. = 0.62-0.63 min.
3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various.
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