Some common heterocyclic compound, 289039-20-9, name is 5-Bromo-2-iodobenzamide, molecular formula is C7H5BrINO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 289039-20-9
STEP 2. Preparation of (4-Bromo-1,1′-biphenyl-2-yl)methylamine Palladium(0) tetrakis(triphenylphosphine) (2.6 g, 2.2 mmol) was added to a stirred solution of 5-bromo-2-iodobenzamide (14.1 g, 43.3 mmol), phenyl boronic acid (5.3 g, 43.3 mmol), and potassium carbonate (24.4 g, 176.8 mmol) in degassed dimethylformamide (100 mL). The reaction was refluxed overnight under N2(g). The brown solution was cooled and filtered through Celite. The solution was diluted in ethyl acetate, washed with water, 1 N HCl, saturated sodium bicarbonate, and saturated NaCl, dried (magnesium sulfate), filtered, and concentrated under reduced pressure to a tar. Flash chromatography (silica, 50% ethyl acetate/hexane) gave a tan solid (2.4 g). The biphenyl amide was dissolved in tetrahydrofuran (20 mL), and BH3-THF (1N, 20 mL, 20 mmol) was added slowly. The reaction was refluxed overnight under N2. The reaction was cooled to 0 C. and quenched with ethyl acetate resulting in gas evolution. After gas evolution ceased, the organics were washed with water, saturated sodium bicarbonate, saturated NaCl, dried (sodium sulfate), filtered, and concentrated yielding (4-bromo-1,1′-biphenyl-2-yl)methylamine as a gray semi-solid (2.4 g). ESI MS m/z 262.0/264.0 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 289039-20-9, its application will become more common.
Reference:
Patent; John, Varghese; Hom, Roy; Sealy, Jennifer; Tucker, John; US2006/14737; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com