The origin of a common compound about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide

Statistics shows that 5349-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Electric Literature of 5349-17-7, 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.

To a solution of 2-Bromo-l-(4-pyridinyl)-l-ethanone hydrobromide (4.0 g, 14.4 mmol) in anhydrous ethanol (80 ml) is added NaBH4 (2.0 g, 52.8 mmol). The reaction mixture is stirred at RT for 2 h. The mixture is filtered and l-(2-Phenylethyl)piperazine (4.9 ml, 26.0 mmol) is added to the filtrate. The solution is heated to reflux and refiuxed for 5 h. Excessive ethanol is removed by distillation. The resulting pale yellow solid is dissolved in chloroform (80 ml), the insoluble parts are filtered off and the filtrate is concentrated by distillation under reduced pressure. The product is purified by chromatography on silica (MeOH/EtOAc, 5:1) to give a pale yellow solid; yield: 32 % ; chemical formula: Ci9H2SN3O; molecular weight: 311,42.1H NMR (300 MHz, CDCl3) delta 2.83 – 2.84 (m, 14H), 4.73 (dd, IH, J= 10.5 Hz, J = 3.8 Hz),7.20 – 7.30 (m, 5H), 7.31 (dd, 2H, J = 4.7 Hz, J = 1.5 Hz), 8.57 (dd, 2H, J = 4.4 Hz, J = 1.5Hz);FT-IR (KBr) 3420, 1639, 1458, 1409, 1128, 854, 696, 622 cm”1;EI MS mZz SlO [M-H+];HR MS m/z calcd for C19H24N3O [M-H+] C9H24N3O 310.191938, found 310.192050.

Statistics shows that 5349-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2007/73935; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem