Category: 10557-85-4

10557-85-4, 3,5-Dimethyl-4-iodoisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Raw material 4-iodo-3,5-dimethylisoxazole25 (0.28 g, 1.3 mmol) in anhydrous THF was added dropwise to a 2.93 mol/L n-BuLi hexane solution (0.47 mL, 1.4 mmol) at -78 C under an argon atmosphere. Stirring was continued for 30 min and 8a (0.52 g, 1.3 mmol) was slowly added to the reaction mixture at -78 C and stirred for 1 h at this temperature. The reaction was quenched with 20 mL water. The mixture was warmed to room temperature and extracted with ether. The organic layer was dried over MgSO4, filtrated, and evaporated. The crude product was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (v/v=6/1) as the eluent resulting in 0.23 g of 1o being obtained in 38% yield as a pale yellow solid. Mp 73-74 C. Anal. Calcd for C22H17F6NO2S (%): calcd C, 55.81; H, 3.62; N, 2.96. Found C, 55.93; H, 3.69; N, 2.93; 1H NMR (400 MHz, CDCl3, TMS): delta 2.02 (d, 6H, J=8.0 Hz, -CH3), 2.23 (s, 3H, -CH3), 3.84 (s, 3H, -OCH3), 6.92 (d, 2H, J=8.0 Hz, benzene-H), 7.11 (s, 1H, thiophene-H), 7.45 (d, 2H, J=8.0 Hz, benzene-H); 13C NMR (100 MHz, CDCl3, TMS): delta 10.70, 12.09, 14.43, 55.40, 105.09, 114.28, 114.48, 120.92, 124.84, 125.85, 127.03, 128.38, 140.15, 142.97, 158.58, 159.76, 169.54; IR (nu, KBr, cm-1): 457, 503, 544, 744, 808, 823, 895, 985, 1036, 1063, 1105, 1136, 1182, 1248, 1277, 1340, 1400, 1512, 1550, 1608, 1658, 2169, 2854, 2930, 3439, 3526.

As the paragraph descriping shows that 10557-85-4 is playing an increasingly important role.

Reference£º
Article; Pu, Shouzhi; Li, Hui; Liu, Gang; Liu, Weijun; Cui, Shiqiang; Fan, Congbin; Tetrahedron; vol. 67; 7; (2011); p. 1438 – 1447;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10557-85-4,3,5-Dimethyl-4-iodoisoxazole,as a common compound, the synthetic route is as follows.

To a solution of 4-iodo-3,5-dimethylisoxazole (2 g, 8.97 mmol, Eq: 1.00) and ethynyltrimethylsilane (1.06 g, 1.51 ml, 10.8 mmol, Eq: 1.2) in triethylamine (3.63 g, 5.00 ml, 35.9 mmol, Eq: 4) and DMF (17.9 ml) was added bis(triphenylphosphine)palladium (II) chloride (315 mg, 448 mumol, Eq: 0.05) and copper (I) iodide (40.2 mg, 448 mumol, Eq: 0.05). The mixture was heated to 75 C. for 2 hrs, diluted ether, washed with brine (2*), and dried over MgSO4. Concentration of the organic layer onto silica gel and purification by flash chromatography (5-18% ethyl acetate/hexane gradient) gave 3,5-dimethyl-4-((trimethylsilyl)ethynyl)isoxazole (1.07 g, 5.53 mmol, 61.7% yield) as a brown oil.

As the paragraph descriping shows that 10557-85-4 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Bhagirath, Niala; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158049; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem