Category: 90902-84-4

Application of 90902-84-4, Adding some certain compound to certain chemical reactions, such as: 90902-84-4, name is 2,5-Dibromopyridin-3-amine,molecular formula is C5H4Br2N2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 90902-84-4.

A solution of 1.78 g (25.80 mmol) of sodium nitrite in 3.5 mL of water is added dropwise at -5 C. to a solution of 6.50 g (25.80 mmol) of 2,5-dibromopyridin-3-ylamine and 15 mL of concentrated HCl (180.62 mmol) in 15 mL of water and the mixture is stirred for 30 minutes. At 0 C., 11.41 mL (77.41 mmol) of hexafluorophosphoric acid (60% in water) is added and the mixture is stirred for 1 hour at 0 C. The diazonium salt formed is filtered off, washed with cold water, isopropanol, and diethyl ether, and dried in vacuo in the desiccator. PE (boiling range 100 C.-140 C.) is heated to 90 C., the diazonium salt is added batchwise and the mixture is stirred until no further development of gas can be detected. The reaction mixture is cooled to RT, made alkaline with saturated sodium carbonate solution, and the aqueous phase is exhaustively extracted with TBME. The combined organic phases are washed with saturated sodium carbonate solution and water and dried over magnesium sulfate. After the desiccant and solvent have been eliminated, the residue is dissolved in DCM, filtered through silica gel, and the filtrate is evaporated down in vacuo. Yield: 3.30 (51% of theoretical); C5H2Br2FN (M=254.883); calc.: molpeak (M+H)+: 253/255/257 (2 Br); found: molpeak (M+H)+: 253/255/257 (2 Br); Rf value: 0.63 (silica gel, PE/EtOAc 9:1).

According to the analysis of related databases, 90902-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/245529; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 90902-84-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 90902-84-4, name is 2,5-Dibromopyridin-3-amine, molecular formula is C5H4Br2N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

(c) 1,1-Dimethylethyl (7-bromo-2-oxo-l,2,3,4-tetrahydro-l,5-naphthyridin-3- yl)carbamate; Zinc powder (0.934 g, 14.28 mmol) and iodine (0.054 g, 0.214 mmol) were heated in an evacuated flask which was then flushed with nitrogen 3 times. Methyl N- {[(l,l-dimethylethyl)oxy]carbonyl}-3-iodo-D-alaninate (2.35 g, 7.14 mmol, Aldrich Chemicals ) was dissolved in dry DMF (11.74 mL) and transferred via syringe to the reaction mixture which was previously cooled to 00C (reaction complete after 1.5h). The ice bath was removed and 2,5-dibromo-3-pyridinamine (2.392 g, 9.50 mmol) was added followed by bis (triphenylphosphine)palladium(II) chloride (0.251 g, 0.357 mmol) and the mixture heated at 40 0C for 14h. The mixture was cooled down and filtered through Celite, washing with EtOAc. Solvent was removed in vacuum. The mixture was redisolved in DMF (10 mL) and potassium carbonate (1.283 g, 9.28 mmol) was added. The resulting mixture was stirred at 80 0C for 6h. The mixture was concentrated and diluted with EtOAc, washed with water and brine and dried over Mg2SO4. Solvent was removed and the mixture chromatographed on silica eluting with 0-100% EtOAc :hexane to give the title compound (1.8 g, 5.26 mmol, 73.7 % yield) as light yellow solid. MS (ES+) m/z 343(MH+).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 90902-84-4, 2,5-Dibromopyridin-3-amine.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/128961; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem