Category: 869557-43-7

Electric Literature of 869557-43-7, 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. 869557-43-7, name is 2-Amino-3-bromo-5-fluoropyridine. A new synthetic method of this compound is introduced below.

NaN02 (1.4 g, 14.4 mmol) was added in portions to a solution of 3-bromo-5- fluoro-pyridin-2-ylamine (5.2 g, 17.3 mmol) in a HF/pyridine mixture (40 mL) in a polyethylene reaction vessel. The resulting mixture was stirred at 0 C for 0.5 h, then heated to 50 C and stirred for 1 h. The reaction mixture was poured onto crushed ice, partially neutralized with Na2C03, and extracted with EtOAc. The organic phase was washed with brine, dried over Na2S04, filtered and concentrated to give the product (4.1 g, 68%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,869557-43-7, 2-Amino-3-bromo-5-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 869557-43-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.869557-43-7, name is 2-Amino-3-bromo-5-fluoropyridine, molecular formula is C5H4BrFN2, molecular weight is 191.0011, as common compound, the synthetic route is as follows.

To a 500 mL pressure flask purged with nitrogen was charged 3-bromo-5-fluoropyridin-2-amine (Compound 2a) (20 g, 104.7 mmol, 1 equiv), DABCO (17.6 g, 157.0 mmol, 1.5 equiv), and tetrabutylammonium bromide (3.38 g, 10.5 mmol, 0.1 equiv). The flask was charged with dimethyl sulfoxide (anhydrous, 40 mL) and ethyl acetate (anhydrous, 120 mL) and the resulting mixture was sparged with nitrogen for 30 min. Bis(dibenzylideneacetone) palladium (0) (3.01 g, 5.24 mmol, 0.05 equiv), a 10% w/wsolution of tri-tert-butylphosphine in hexane (21.2 g, 10.47 mmol, 0.1 equiv) and acetaldehyde (5.08 g, 115.2 mmol, 1.1 equiv) were charged and the flask was sealed. The mixture was stirred for 1 h at room temperature then heated on an oil bath at 76.5 C for 5 h. The batch was cooled and sampled for HPLC analysis. After complete conversion to Compound 3b was observed (typically 100% conversion after 5 h), the batch was quenched with water (40 mL). The aqueous phase was back extracted with ethyl acetate (40mL) and the combined organics were filtered through a celite pad to remove fine solids. The celite was rinsed with ethyl acetate (40 mL) and the resulting solution of crude product was charged with 5% Na2C03 (60 mL) and sparged with nitrogen for 30 min while mixing. The resulting organic phase was washed with water (60 mL) and concentrated at

Statistics shows that 869557-43-7 is playing an increasingly important role. we look forward to future research findings about 2-Amino-3-bromo-5-fluoropyridine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; TANOURY, Gerald, J.; NUGENT, William, Aloysius; DVORNIKOVS, Vadims; ROSE, Peter, Jamison; WO2015/73481; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 869557-43-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.869557-43-7, name is 2-Amino-3-bromo-5-fluoropyridine, molecular formula is C5H4BrFN2, molecular weight is 191.0011, as common compound, the synthetic route is as follows.

(8a) 3-Bromo-2,5-difluoropyridine Sodium nitrite (1.97 g, 28.6 mmol) was added in small portions to a solution of 3-bromo-5-fluoropyridin-2-amine (WO20062578 A1, 3.64 g, 19.1 mmol) in hydrofluoric acid pyridine (10 mL) at -10C. After stirring at room temperature for two hours, water (100 mL) and sodium bicarbonate were added to the reaction mixture at 0C, followed by extraction with ethyl acetate (100 mL). Then, the organic layer was washed with water (100 mL) twice and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the residue was purified by silica gel chromatography (methylene chloride) to obtain the title compound (1.56 g, 42%) as a brown liquid. 1H-NMR (400 MHz, CDCl3): delta ppm: 7.78 (1H, dt, J = 2.7, 6.7 Hz), 8.02 (1H, dd, J = 1.6, 2.4 Hz).

The chemical industry reduces the impact on the environment during synthesis 869557-43-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2404918; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 869557-43-7 ,Some common heterocyclic compound, 869557-43-7, molecular formula is C5H4BrFN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of 10 g of 2-amino-3-bromo-5-fluoropyridine, 19.2 g of 5-chloro-4-(trimethylstannyl)-2,3′-bipyridine A1, 4.24 g of tetrakis(triphenylphosphine)-palladium(0) and 2.095 g of copper (I) iodide in 120 ml of 1,4-dioxane is refluxed for 18 hours. The reaction medium is treated with aqueous 10% sodium hydrogen carbonate solution and then diluted with ethyl acetate. After separation of the phases by settling, the aqueous phase is extracted twice with ethyl acetate. The combined organic phases are dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and methanol, and is then filtered by suction to give 11.67 g of 5′-chloro-5-fluoro-3,2′:4′,3-terpyridin-2-amine in the form of a beige-coloured solid. The filtrate is concentrated under reduced pressure and then taken up in dichloromethane, and silica is added. After concentrating under reduced pressure, the deposit is purified by chromatography on a column of silica, eluting with a 98/2 to 90/10 dichloromethane/methanol mixture to give 1.98 g of 5′-chloro-5-fluoro-3,2′:4′,3-terpyridin-2-amine in the form of a beige-coloured solid.UPLC-MS-DAD-ELSD: Tr (min)=2.71; [M+H]+: m/z 301; purity: 95%1H NMR (400 MHz, DMSO-d6): ppm: 5.78 (s, 2H) 7.47 (dd, J=8.8, 2.9 Hz, 1H) 7.55 (br. s., 1H) 8.06 (s, 1H) 8.12 (s, 1H) 8.49 (d, J=7.8 Hz, 1H) 8.68 (br, s., 1H) 8.84 (s, 1H) 9.35 (br. s., 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,869557-43-7, its application will become more common.

Reference:
Patent; SANOFI; US2012/208809; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem