With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.
Step 1: ethyl 5-(2-(5-phenylisoxazole-3-carboxamido)ethyl)-1,3,4-thiadiazole-2-carboxylate HATU (0.45 g, 0.001 mol) was added to a solution of 5-phenylisoxazole-3-carboxylic acid (0.15 g, 0.7 mmol) and ethyl 5-(2-aminoethyl)-1,3,4-thiadiazole-2-carboxylate (0.2 g, 1 mmol) in THF (4 mL) followed by DIPEA (0.3 g, 2 mmol) and the resulting reaction mixture was stirred at room temperature for 4 h. Progress of the reaction was monitored by TLC. The reaction mixture was poured onto ice cooled water (10 mL) and the precipitate thus formed was filtered. Residue was washed with water and hexane (2*10 mL) and dried under reduced pressure to afford the product (0.14 g, 48.2%) as off white solid. 1H NMR (400 MHz, CDCl3): delta 7.79-7.76 (m, 2H), 7.50-7.45 (m, 3H), 7.38 (t, J=5.6 Hz, 1H), 6.93 (s, 1H), 4.50 (q, J=7.1 Hz, 2H), 4.00 (q, J=6.3 Hz, 2H), 3.51 (t, J=6.4 Hz, 2H), 1.44 (t, J=7.1 Hz, 3H); LC-MS: [M+H]+=373.7.
14441-90-8, 14441-90-8 5-Phenylisoxazole-3-carboxylic acid 151916, aIsoxazoles compound, is more and more widely used in various fields.
Reference£º
Patent; PROTEOSTASIS TEHRAPEUTICS, INC.; Bastos, Cecilia M.; Munoz, Benito; Tait, Bradley; (48 pag.)US2017/1993; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem