Category: 573675-25-9

Application of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile, molecular formula is C6H2BrN3O2, 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.

Step 3. 5-Broino-3-fluoropyridine-2-carbonitrile. Sulfuric acid (0.02 eq) was added to a solution of tetrabutylammonium fluoride (3 eq) inDMF (5 vol) and the mixture cooled to -40 0C. A solution of the compound of Step 2 (1 eq) in DMF (2 vol) was added maintaining the temperature < -35 0C. After about 20 minutes 2N HCl (3 vol) was added followed by IN HCl (15 vol). The precipitated product was collected by filtration to give the desired product. 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 573675-25-9, 5-Bromo-3-nitropicolinonitrile. Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2006/52514; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

Under nitrogen atmosphere, a solution of 5-bromo-3-fluoro-pyridine-2-carbonitrile (1.005 g, 5.00 mmol) in dry N,N-dimethylformamide (15 ml) was cooled to -50C and to this was added dropwise a freshly prepared solution of sodium ethanethiolate (0.429 g, 5.10 mmol) in dry N,N-dimethylformamide (5 ml). After stirring at -50C for 30 minutes, the cooling bath was removed and the mixture was allowed to warm to room temperature. Water and brine were added and the aqueous mixture was extracted with ethyl acetate. After separation, the organic layer was washed twice with brine, dried over sodium sulfate and concentrated. The crude product was purified over silica by flash column chromatography (0 to 40% gradient of ethyl acetate in heptane) to afford the title compound (0.93 g) as a solid. GCMS (method 3): 242/244 (M)+, retention time 6.33 min. H-NMR (CDCI3, ppm) 1.41 (3H), 3.06 (2H), 7.82 (1 H), 8.49 (1 H). Alternative preparation method: Under nitrogen atmosphere, a solution of 5-bromo-3-nitro-pyridine-2- carbonitrile (45.35 g, 199 mmol) in dry N,N-dimethylformamide (500 ml) was cooled to -50C and to this was added dropwise a freshly prepared solution of sodium ethanethiolate (17.4 g, 207 mmol) in dry N,N-dimethylformamide (200 ml) (not a completely clear solution). After complete addition, stirring was continued at -50C for 30 minutes. Water and brine were added and the cooling bath was removed. The aqueous mixture was extracted with ethyl acetate. After separation, the water layer was extracted with ethyl acetate once more. The combined the organic layers were washed twice with brine, dried over sodium sulfate and concentrated. The crude product was purified over silica by flash column chromatography (0 to 25% gradient of ethyl acetate in heptane) to afford the title compound (33.9 g) as a solid. LCMS (method 1 ): 243/245 (M+H)+; retention time: 0.95 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,573675-25-9, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; EMERY, Daniel; BUCHHOLZ, Anke; (145 pag.)WO2017/16910; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile, molecular formula is C6H2BrN3O2, 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.

To asolution of tetrabutyl-ammonium fluoride (TBAF, 51.2 g, 197.4 mmol, 1.5eq) in DMF (100 mL), 4 A Molecular sieves powder (30 g) were added. The resulting mixture was stirred for 30 minutes. The mixture was filtered and the filtrate was transferred into a 1000 mL reaction flask. A solution of compound 88 (30 g,131.6 mmol, l .Oe q) in DMF (50 mL) was added to the above solution via a addition funnel over 10 minutes, while maintaining the internal temperature below -15C. After stirring for 20 minutes, 2 N HC1 (60 mL) was added over 5 minutes. After aging for1 hour, the mixture was cooled to 2.5C and filtered. The filtration cake was washed by DMF/water (10% (v/v), 2 x 36 mL). The filtrate was combined and concentrated in vacuo. The resulting residue was re-crystallized from 2-propanol (50 mL) to afford the desired compound 89 (13 g).

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 573675-25-9, 5-Bromo-3-nitropicolinonitrile.

Reference:
Patent; TIBOTEC PHARMACEUTICALS; VANDYCK, Koen; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2012/13643; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

A flask was charged with 2-methylpyridin-3-ol (3.0 g, 27.5 mmol) andDMF (100 mL). Sodium hydride (0.760 g, 30.2 mmol) was added and stirred for 5 minutes. 5-Bromo-3-nitropicolinonitrile (6.26 g, 27.5 mmol) was added and stirred for 10 minutes. The reaction was poured into a flask containing 300 mL saturated NH4Cl and 300 mL water with vigorous stirring. The solids were filtered and dried under high vacuum to afford 5- bromo-3-(2-methylpyridin-3-yloxy)picolinonitrile (7.78 g, 97.6% yield) as light tan solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,573675-25-9, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2008/118718; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem