13999-39-8, 3-Amino-4,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
A 10-mL RBF was charged with (P)-perfluorophenyl perfluorophenyl 1-(4-bromo-5-fluoro-2-methoxyphenyl)-2-oxo-1,2-dihydroquinoline-6-sulfonate (58 mg, 0.098 mmol) and 4,5-dimethylisoxazol-3-amine (16.4 mg, 0.146 mmol) then purged with nitrogen. Tetrahydrofuran (732 muL) and dimethyl sulfoxide (244 muL) were introduced, and the resultant brown solution cooled to 0 C. A solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1.0 M, 215 muL, 0.215 mmol) was added dropwise via syringe to the stirred reaction mixture over 3 min. After 15 min, 1.0 N HCl (5 mL) was introduced and the resultant reaction mixture was allowed to warm to ambient temperature. The mixture was diluted with and EtOAc (10 mL) and the layers were separated, and the aqueous layer was further extracted with EtOAc (3*10 mL). The combined organic layers were then washed with brine (20 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to furnish a yellow oil, which was dissolved in DMSO (2 mL) filtered through a 0.2 micron filter and purified by reverse-phase HPLC (Waters XBridge Prep Shield RP18 10 mum OBD 19*100 mm) gradient, 20 to 75% MeCN in water (containing 0.1% trifluoroacetic acid as an additive), flow rate 40 mL/min to afford (P)-1-(4-bromo-5-fluoro-2-methoxyphenyl)-N-(4,5-dimethyl-3-isoxazolyl)-2-oxo-1,2-dihydro-6-quinolinesulfonamide (29.0 mg, 0.056 mmol, 56.9% yield) as a white amorphous solid. 1 H NMR (500 MHz, DMSO-d6) delta ppm 10.79 (br. s., 1 H) 8.32 (d, J=2.01 Hz, 1 H) 8.23 (d, J=9.67 Hz, 1 H) 7.85 (dd, J=8.99, 2.04 Hz, 1 H) 7.67 (d, J=6.23 Hz, 1 H) 7.62 (d, J=8.56 Hz, 1 H) 6.86 (d, J=8.95 Hz, 1 H) 6.79 (d, J=9.67 Hz, 1 H) 3.70 (s, 3 H) 2.21 (s, 3 H) 1.80 (s, 3 H). m/z (ESI) 522.0 (M+H)+., 13999-39-8
13999-39-8 3-Amino-4,5-dimethylisoxazole 84148, aIsoxazoles compound, is more and more widely used in various.
Reference£º
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Isoxazole – Wikipedia
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