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 isoxazole-3-carboxylic acid (10 mg, 0.084 mmol), HATU (32 mg, 0.084 mmol), triethylamine (30 ul, 0.212 mmol), 3-methyl-4-(7-methylbenzo[d]oxazol-2-yl)aniline (20 mg, 0.084) and catalytic amount of DMAP in THF (1 mL) was stirred at 65 C for 48 h. The reaction mixture was diluted with DCM, washed with saturated solution of NaHCO3 and brine. The organic solution was, dried over Na2SO4, decanted and evaporated under reduced pressure. The crude was purified by column chromatography on silica gel using 1:4 EtOAc:Hexane as mobile phase and the obtained product was triturated in hexane, filtered and dried to give N-(3-methyl-4-(7- methylbenzo[d]oxazol-2-yl)phenyl)isoxazole-3-carboxamide (3 mg, 10%). UPLC-MS (Acidic Method, 4 min): rt 2.12 min, m/z 334.1 [M+H]+ 1H NMR (400 MHz, METHANOL-d4) d ppm 7.32 (d, J=1.6 Hz, 1H), 6.63 (d, J=8.5 Hz, 1H), 6.26-6.32 (m, 2H), 6.02 (d, J=7.9 Hz, 1H), 5.71-5.77 (m, 1H), 5.65-5.69 (m, 1H), 5.40 (d, J=1.6 Hz, 1H), 1.27 (s, 3H), 1.06 (s, 3H).
As the paragraph descriping shows that 3209-71-0 is playing an increasingly important role.
Reference£º
Patent; JAGUAHR THERAPEUTICS PTE LTD; METE, Antonio; HITCHIN, James, R.; GRAHAM, Mark; (46 pag.)WO2020/43880; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem