Downstream synthetic route of 14441-90-8

As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DIEA (943 mg, 7.30 mmol, 3.00 eq.) was added dropwise to a cold solution of 5-phenylisoxazole-3-carboxylic acid (550 mg, 2.91 mmol, 1.20 eq.), trans-3 -[5- [(1 R)- 1 -methoxyethyl] -1,3 ,4-oxadiazol-2-yl]cyclobutan- 1-amine (480 mg, 2.43mmol, 1.00 eq.) and HATU (1.387 g, 3.65 mmol, 1.50 eq.) in dichloromethane (50 mL) at 0 C. The resulting solution was stirred for 1 hour at room temperature and then diluted with 50 mL of dichloromethane. The resulting mixture was washed with water (2×50 mL) and brine (1×50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1) to give 628 mg (70%)of 5 -phenyl-N- [trans-3 -[5- [(1 R)- 1 -methoxyethyl]- 1,3 ,4-oxadiazol-2-yl]cyclobutyl] isoxazole-3 – carboxamide as an off-white solid.[0535] Analytical data:[0536] HPLC purity: 98.9% at 254 nm[0537] LC-MS (ES, m/z): [M+1] = 369[0538] ?H NMR (400MHz, DM50-cl6): 9.33-9.31 (d, J= 7.6 Hz, 1H), 7.96-7.94 (t, J= 5.6Hz, 2H), 7.59-7.56 (m, 3H), 7.38 (s, 1H), 4.74-4.67 (m, 2H), 3.76-3.70 (m, 1H),3.29 (s, 3H), 2.74-2.61 (m, 4H), 1.5 1-1.49 (d, J= 6.8 Hz, 3H)., 14441-90-8

As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; BASTOS Cecilia M.; MUNOZ Benito; TAIT Bradley; WO2015/196071; A1; (2015);,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem