Category: 884495-03-8

Synthetic Route of 884495-03-8 ,Some common heterocyclic compound, 884495-03-8, 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.

Step 1: 3-Amino-5-fluoro-pyridine-2-carboxyilic acid methyl ester: [00308] A solution of 3-amino-2-bromo-5-fluoropyridine (CAS: 884495-03-8, 955 mg, 5 mmol) and Pd(dppf)Cl2?CH2Cl2 (204 mg, 25 mmol) in dry MeOH (15 mL) and DIEA (1.74 mL, 10 mmol) was flushed with N2 after which a pressure of 8 atm CO was applied. The reaction was heated at 70 C. After completion, the mixture was diluted with water and extracted with EtOAc. The combined organic fractions were washed with NH4Cl solution, dried over Na2SO4, filtered and concentrated. The obtained residue was purified by column chromatography eluted using a mixture of EtOAc and petroleum ether (25:75). The obtained titled compound was used as such.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-03-8, its application will become more common.

Reference:
Patent; ABBVIE S.A.R.L.; GALAPAGOS NV; ALTENBACH, Robert, J.; COWART, Marlon, D.; DE MUNCK, Tom, Roger Lisette; DROPSIT MONTOVERT, Sebastien Jean, Jacques Cedric; GFESSER, Gregory, A.; KELGTERMANS, Hans; MARTINA, Sebastien, Laurent Xavier; VAN DER PLAS, Steven, Emiel; WANG, Xueqing; (300 pag.)WO2016/193812; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884495-03-8, 3-Amino-2-bromo-5-fluoropyridine, 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, Recommanded Product: 884495-03-8, blongs to pyridine-derivatives compound. Recommanded Product: 884495-03-8

General procedure: To a nitrogen-purged solution of aryl iodide in TEA (3 mL/mmol),DMF (3 mL/mmol) and MeOH (3 mL/mmol) was added Palladium (II)Acetate (0.03 eq)and Xantphos (0.06 eq). The reaction mixture was flushed with Carbon Monoxidegas for several minutes and then sealed with CO balloon attached and heated to 60C. for 3 hours. Upon completion, the reaction was cooled to room temperature and the crude product was triterated via addition of water and collected byfiltration. The crude intermediate was taken into the next step w/o furtherpurification.

The synthetic route of 884495-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 884495-03-8, 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. 884495-03-8, name is 3-Amino-2-bromo-5-fluoropyridine. A new synthetic method of this compound is introduced below.

Ethynyltrimethylsilane (0.82 mL, 6.3 mmol) was added dropwise to a stirred mixture of 2-bromo-5-fluoropyridin-3-amine (1.0 g, 5.23 mmol), Pd(PPh3)2Cl2 (0.18 g, 0.26 mmol) and Cul (50 mg, 0.26 mmol) in triethylamine (15 mL) at 0C. The reaction was stirred for 4 h at rt under nitrogen. The mixture was concentrated under reduce pressure. The residue was purified by silica gel column chromatography (PE/EA, from 20/1 tolO/1) to give compound 23 (0.8 g, 73% yield). LC-MS: 209.16 (M+H), Ci0Hi3FN2Si. 1H NMR (CDC13, 400 MHz) 0: 7.83 (s, 1H), 6.75-6.72 (m, 1H), 4.40 (br, 2H), 0.28 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884495-03-8, 3-Amino-2-bromo-5-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; AKARNA THERAPEUTICS, LTD.; MOHAN, Raju; PRATT, Benjamin, Anthony; (297 pag.)WO2016/103037; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 884495-03-8, name is 3-Amino-2-bromo-5-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Amino-2-bromo-5-fluoropyridine

Synthesis of Methyl 3-amino-5-fluoropicolinate[00148] To a steel bomb reactor, 2-bromo-5-fluoropyridin-3 -amine (1.0 equiv.), triethylamine (1.6 equiv.), Pd(BINAP)Cl2 (0.0015 equiv.) and anhydrous methanol (0.4 M solution) were added. After degassed by nitrogen stream for 15 min, the steel bomb reactor was closed and filled with CO gas up to 60 psi. The reactor was then heated to 100 C. After 3 h, more Pd catalyst (0.0015 equiv.) was added and the reaction mixture was re-heated to the same temperature for 3 h. After cooling down to room temperature, a brown precipitate was filtered off and the filtrate was extracted with EtOAc, which was washed with water and brine, dried over anhydrous sodium sulfate, and filtered. After removing volatile materials, the crude yellow product was obtained and used for the next step without further purification (40%). LCMS (m/z): 271.2 (MH+); LC R, = 3.56 min.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 884495-03-8, 3-Amino-2-bromo-5-fluoropyridine.

Reference:
Patent; NOVARTIS AG; BURGER, Matthew; DING, Yu; HAN, Wooseok; LINDVALL, Mika; NISHIGUCHI, Gisele A.; RICO, Alice; SMITH, Aaron; TANNER, Huw; WAN, Lifeng; WO2012/4217; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-03-8, 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.884495-03-8, name is 3-Amino-2-bromo-5-fluoropyridine, molecular formula is C5H4BrFN2, molecular weight is 191.0011, as common compound, the synthetic route is as follows.

3-amino-2-bromo-5-fluoropyridine 84A (25 g, 131 mmol, Astatech Chemical, Inc) was treated with ZnCN2 (16.9 g, 1.1 equiv., 144 mmol), Pd(Ph3)4(11.3 g, 0.075 equiv., 9.8 mmol) and DMF (200 mL) and then heated to 115 C. After 6 h, the reaction mixture was allowed to cool and then concentrated under reduced pressure to a solid. The solid was washed with EtOAc (2¡Á100 mL). The organic layers were combined and washed with water (3¡Á100 mL), saturated NH4Cl solution (100 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide 84B that was used without further purification. LCMS (m/z): 138.87 [M+H]+; tR=0.59 min. on LC/MS Method A.

The chemical industry reduces the impact on the environment during synthesis 884495-03-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem