With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.
[1050] To a solution of 687 mg (1.63 mmol) of tert-butyl {4-[5-chloro-2-(trifluoromethyl)phenyl] -5-methoxy-2-ox- opyridin-i (2H)-yl}acetate in 14 ml of THF under argon at-70 C. were added 1.87 ml (1.87 mmol, 1.15 eq.) of 1 N lithium bis(trimethylsilyl)amide in THF, and the mixture was stirred for 30 mm. Subsequently, 422 mg (2.28 mmol, 95% purity, 1.4 eq.) of 5-(bromomethyl)-3-methyl-i,2-ox- azole were added, the mixture was stirred at -70 C. for 30 mm and then stirred while coming to RT overnight. To the reaction mixture were added 20 ml of saturated aqueous ammonium chloride solution, then 20 ml of water and 200 ml of ethyl acetate. The organic phase was washed with a mixture of saturated aqueous sodium chloride solution and water (1:1), dried and concentrated. The crude product was purified by means of normal phase flash chromatography (eluent: cyclohexane/ethyl acetate, 20-50%). Yield: 673 mg (78% of theory).11051] LC/MS [Method 1]: R=i.i7 mm; MS (ESIpos):mlz=5 13 (M+H),11052] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=7.87-7.80 (m, 2H), 7.75-7.68 (m, 2H), 7.55-7.50 (m, 2H), 7.30 (s,1H), 7.20 (s, 1H), 6.35-6.30 (m, 2H), 6.10 (s, 1H), 5.98 (s,1H), 5.36 (dd, 1H), 5.29 (dd, 1H), 3.73-3.57 (m, 3H),3.56-3.42 (m, 7H), 2.14 (s, 3H), 2.17 (s, 3H), 1.41 (s, 9H),1.38 (s, 9H).
36958-61-9, 36958-61-9 5-(Bromomethyl)-3-methylisoxazole 10607354, aIsoxazoles compound, is more and more widely used in various.
Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem