The origin of a common compound about 84487-14-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84487-14-9, 2-Bromo-3-nitropyridine-4-amine, and friends who are interested can also refer to it.

Reference of 84487-14-9, 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. 84487-14-9, name is 2-Bromo-3-nitropyridine-4-amine. A new synthetic method of this compound is introduced below.

To a solution of N1-(3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)phenyl)-N2,N2-dimethylethane-1,2-diamine (CVII) (2.00 g, 6.49 mmol, 1.2 eq), 2-bromo-3- nitropyridin-4-amine (CVIII) (1.18 g, 5.41 mmol, 1.0 eq), Na2C03 (1.15 g, 10.82 mmol, 2.0 eq) and Pd(dppf)Cl2 (395.73 mg, 540.83 muiotaetaomicron, 0.1 eq) in dioxane (40 mL) and H20 (8 mL) was degassed and then heated to 80C overnight under N2. TLC (PE:EtOAc=l : l) showed the starting material was consumed completely. The reaction mixture was poured into H20 (300 mL). The mixture was extracted with EtOAc (3 x 250 mL). The organic phase was washed with saturated brine (300 mL), dried over anhydrous MgSO i, concentrated in vacuum to give a residue, which was purified by silica gel column chromatography (PE/EtOAc=5/l) to afford N1-(3-(4-amino-3- nitropyridin-2-yl)-5-fluorophenyl)-N2,N2-dimethylethane-1,2-diamine (CIX) (1.50 g, 4.70 mmol, 86.9% yield) as a solid. ESIMS found for C15H18FN5O2 m/z 320.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84487-14-9, 2-Bromo-3-nitropyridine-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (322 pag.)WO2016/40193; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem