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.5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.Application In Synthesis of 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide
[0342] l-(4-{[4-(4-Pyridinyl)-l,3-thiazol-2-yl]amino}phenyl)ethanone (131). A mixture of bromoketone hydrobromide 1 (0.60 g, 2.14 mmol) and 4- acetylphenylthiourea (130) (0.41 g, 2.14 mmol) in EtOH (20 mL) was stirred at reflux temperature for 3 h. The mixture was cooled to 20 0C, diluted with water (50 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 20 0C for 2 h. The precipitate was filtered, washed with water (5 mL) and dried. The crude solid was purified by column chromatography, eluting with 50% EtO Ac/pet, ether, to give amine 131 (0.40 g, 64%) as a cream powder: mp (EtO Ac/pet, ether) 229-231 0C; 1H NMR delta 10.80 (br s, 1 H, NH), 8.63 (dd, J= 4.5, 1.6 Hz, 2 H, H- 2″‘, H-6′”), 8.01 (br d, J= 8.8 Hz, 2 H, H-2′, H-6’), 7.89 (dd, J= 4.5, 1.6 Hz, 2 H, H-3″‘, H-5″‘), 7.85 (br d, J= 8.8 Hz, 2 H, H-3′, H-5’), 7.82 (s, 1 H, H-5″), 2.53 (s, 3 H, H-2); 13C NMR delta 195.9, 162.5, 150.1 (2), 147.7, 144.8, 140.7, 129.8 (2), 119.8 (2), 116.0 (2), 108.7, 26.1, one carbon not observed. Anal, calcd for Ci6Hi3N3OS: C, 65.06; H, 4.44; N, 14.23. Found: C, 65.11; H, 4.40; N, 14.13%.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,5349-17-7, 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, and friends who are interested can also refer to it.
Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem