With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.156772-60-0, name is 2,5-Dibromo-3-fluoropyridine, molecular formula is C5H2Br2FN, molecular weight is 254.88, as common compound, the synthetic route is as follows.Product Details of 156772-60-0
To a solution of 2,5-dibromo-3-fluoropyridine (2.077 g, 8.149 mmol) in toluene (35 mL) cooled to -78 C, was added BuLi (2.7 M, 3.169 mL, 8.556 mmol). The mixture was stirred 5 min at -78 C, then dimethylacetamide (1.035 g, 1.1 mL, 11.88 mmol) was added. The cooling bath was removed and the resulting mixture was stirred at 25 C for 30 min. The mixture was quenched with saturated aqueous solution of NH4CI (30 mL) and the resulting mixture was extracted with CH2CI2 (3 x 30 mL). The combined organic extracts were dried over MgSCL, filtered, and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (hexane :EtO Ac; 1 :0 to 20: 1 to 15: 1 to 10: 1). The product was obtained as a white solid (1.24 g, 70 %). (0348) NMR (500 MHz, Chloroform-d) (ppm) 8.56 (dd, / = 1.8, 1.1 Hz, 1H), 7.73 (dd, / = 9.7, 1.8 Hz, 1H), 2.68 (d, / = 1.0 Hz, 3H); (0349) 13C NMR (126 MHz, Chloroform-d) d (ppm) 197.0 (d, J = 4.5 Hz), 157.9 (d, J = 280.5 Hz), 146.1 (d, J = 4.7 Hz), 140.5 (d, / = 5.4 Hz), 128.7 (d, / = 22.5 Hz), 124.6 (d, / = 3.6 Hz), 28.0; (0350) 19L NMR (471 MHz, Chloroform-d) fit ppm) -116.90.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,156772-60-0, 2,5-Dibromo-3-fluoropyridine, and friends who are interested can also refer to it.
Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
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