Extracurricular laboratory: Synthetic route of C7H3BrN2O2

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.

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. 134604-07-2, name is 1-Cyano-2-bromo-5-nitrobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H3BrN2O2

[00305] A microwave vial was charged with 1-propyl-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)pyridin-2(1H)-one (0.200 g, 0.6 mmol), 2-bromo-5-nitrobenzonitrile (0.180 g, 0.8 mmol), and dioxan (8 mL) and water (2 mL) and the flask was degassed and flushed with argon. PdCl2(dppf) (0.058 g, 0.1 mmol) was added and the reaction flask was again degassed and flushed with argon. The reaction mixture was then heated to 100C in a microwave for 45 minutes. The reaction was cooled to room temperature and quenched with sat. NaHC03 and extracted with ethyl acetate (3X50 mL). The combined organics were washed with water, brine and dried over MgS04. The solvents were evaporated to dryness and the residue purified by flash chromatography (silica gel, 0-60% ethyl acetates in hexanes) to afford the product as yellow solid (170 mg, 80%). LC/MS: [M+l]+, 350.2; 1H NMR (300 MHz, CDC13): delta 8.60 (d, J=2.4 Hz, IH), 8.47 (t, J=2.4 Hz, IH), 8.44 (d, J=2.4 Hz, IH), 8.15 (s, IH), 7.84-7.82 (m, 2H), 7.70-7.65 (m, IH), 6.71 (d, J=9.9 Hz, IH), 3.98 (t, J=7.5 Hz, 2H), 1.89-1.81 (m, 2H), 1.02 (t, J=6.9 Hz, 3H).

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; FGH BIOTECH, INC.; HUFF, Joel; UESUGI, Motonari; KINCAID, John; (213 pag.)WO2017/190086; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts