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.
To a solution of Nl-(lH-l,3-benzodiazol-2-yl)-l-[3-(trifluoromethyl)phenyl]ethane- 1,2-diamine hydrochloride (from Step 9) (0.25 g, 0.701 mmol) in THF (20 mL) was added triethylamine (0.43 mL, d = 0.726 g/cm3, 2.102 mmol) followed by Py-BOP (0.548 g, 1.051 mmol) and the mixture was stirred at ambient temperature. After 15 minutes isoxazole-3-carboxylic acid was added (0.097 g, 0.858 mmol) and the reaction mass was stirred at ambient temperature for 16 h. Then the reaction mass was diluted with 10% aqueous sodium bicarbonate solution (25 mL) and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layer were washed with saturated brine solution (30 mL), dried over sodium sulphate, filtered and concentrated to afford crude product (0.330 g) which was purified by Grace (24.0 g pre-packed cartridge was used) using 6% methanol in chloroform as eluent to afford N- {2-[(lH- 1 ,3-benzodiazol-2-yl)amino]-2-[3-(trifluoromethyl)phenyl]ethyl} – 1 ,2- oxazole-3-carboxamide (0.110 g) as an off- white solid. NMR (400 MHz, AcOH-d4) delta 8.68 (d, 1H, J = 1.2 Hz), 7.86 (t, 2H, J = 7.2 Hz), 7.67 (d, 1H, J = 7.6 Hz), 7.61 (t, 1H, J = 7.6 Hz), 7.37 (dd, 2H, J = 5.6, 2.8 Hz), 7.21 (dd, 2H, J = 6.0, 3.2 Hz), 6.88 (d, 1H, J = 1.6 Hz), 5.40 (dd, 1H, J = 8.0, 4.8 Hz), 4.06 (dd, 1H, J = 14.4, 4.8 Hz), 3.92 (dd, 1H, J = 14.0, 8.8 Hz);MS: m/z 416.1 (M+l)., 3209-71-0
3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.
Reference£º
Patent; ACESION PHARMA APS; S?RENSEN, Ulrik; METE, Anthonio; (122 pag.)WO2019/38315; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem