With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.
To a solution of the product from step 2 (57 mg, 0.17 mmol) and 5-methylisoxazole-3-carboxylicacid (23 mg, 0.18 mmol) in CH2C12 (2 mL) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimidehydrochloride (38 mg, 0.20 mmol) and HOBTH2O (2.5 mg, 0.017 mmol) and the solution stirred at RT for 20 h. 5-Methylisoxazole-3-carboxylic acid (23 mg, 0.18 mmol) and 1-ethyl-3-(3-dimethylamino- propyl)carbodiimide hydrochloride (38 mg, 0.20 mmol) were added and the solution stirred at RT for 3 days. Water (2 mL) was added then the aqueous extracted with CH2C12 (2 mL). The combined organicswere passed through a hydrophobic fit and concentrated in vacuo to leave a colourless residue. Flash chromatography (10-45percent EtOAc-cyclohexane) gave a clear gum (62 mg). Freeze-drying from acetonitrile-water (1:1, 3 mL) left a white solid (56 mg). 1H NMR (400 MHz, DMSO-d6) -3:1 ratio rotamers: 1H NMR (400 MHz, CDC13) 7.42 – 7.35 (2H, m), 7.03 (2H, dd, J=8.0, 8.0 Hz), 6.56 (1H, s), 4.47 (1H, d, J=14.3 Hz), 4.21 – 3.91 (3H, m), 2.97 (1H, d, J=4.0 Hz), 2.36 – 2.34 (6H, m), 1.37 – 1.23 (7H,m), 0.70 (3H, s); MS (ESI): [M+H] 453.2., 3405-77-4
As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.
Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; FAUBER, Benjamin; CRAWFORD, James J.; BRONNER, Sarah M.; BODIL VAN NIEL, Monique; CRIDLAND, Andrew; GANCIA, Emanuela; HURLEY, Christopher; KILLEN, Jonathan; WARD, Stuart; (108 pag.)WO2016/177760; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem