Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3FIN
General procedure: 2-Fluoro-5 – [(4-hydroxy- 1 – { 4-( lH-tetrazol- 1 -yDphenyl] acetyl) piperidin-4- yl)ethynyl]benzonitrile 2-Fluoro-5-iodobenzonitrile (0.41 mg, 1.7 mmol), triphenylphosphine (0.088 g, 0.33 mmol), and tris(dibenzylideneacetone)dipalladium (0) (0.076 mg, 0.084 mmol) were dissolved in THF (15 ml) and flushed with nitrogen. The mixture was treated with l-(4-ethynyl-4-hydroxypiperidin-l- yl)-2-[4-(lH-tetrazol-l-yl)phenyl]ethanone (520 mg, 1.7 mmol) followed by tetrabutylammonium fluoride solution in THF (1.0 M, 3.3 ml, 3.3 mmol), sealed and placed in an oil bath at 60 C for 3 h. The mixture was cooled, diluted with water and ethyl acetate, and the layers separated. After the aqueous was extracted with additional ethyl acetate (2x), the combined organics were washed successively with water (2x) and brine, dried (Na2S04) and concentrated. The resulting residue was purified by MPLC (eluent gradient 10->50% EtOAc:hex.) to provide 2-fluoro-5-[(4-hydroxy-l-{[4-(lH-tetrazol-l-yl)phenyl]acetyl}piperidin- 4-yl)ethynyl]benzonitrile. 1H NMR (500 MHz, CDC13, delta in ppm): 9.04 (s, 1H), 7.72 (d, J= 8.5 Hz, 2H), 7.70 (m, 1H), 7.67 (m, 1H), 7.52 (d, J= 8.5 Hz, 2H), 7.24 (dd, J= 8.5, 8.5 Hz, 1H), 4.03 (m, 1H), 3.88 (s, 2H), 3.80 (m, 1H), 3.66 (m, 1H), 3.56 (m, 2H), 2.02 (m, 2H), 1.89 (m, 2H). LC-MS (IE, m/z): 431 [M+l]+.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com