Category: 84539-34-4

Application of 84539-34-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 84539-34-4 as follows.

3-Bromo-5-(4-methoxy-phenyl)-pyhdin-4-ylamine (Intermediate compound 9) 25 To a solution of commercially available 4-amino-3,5-dibromopyridine (1 .500 g, 5.9545 mmol) in DME (40 ml) and water (20 ml), 4-methoxy phenyl boronic acid (0.995 g, 6.55 mmol) and sodium carbonate (1 .262 g, 1 1 .909 mmol) were added. The reaction mixture was degassed and kept under nitrogen atmosphere during the entire course of the reaction. Palladium (II) (bistriphenylphosphine)dichloride (0.209 g, 30 0.2977 mmol) was added and the resulting reaction mixture, heated at 9O0C for 4 hours, was worked up by addition of water and extraction with AcOEt. The organic phase, dried over anhydrous MgSO4, afforded upon evaporation a yellow gummy residue (1 .650 g), which eluted through silica gel with 20% AcOEt in hexane gave 1 .500 g (-54% yield) of the pure title compound as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Reference:
Patent; NEUROSEARCH A/S; WO2009/112461; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84539-34-4, 4-Amino-3,5-dibromopyridine, 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, 84539-34-4, blongs to pyridine-derivatives compound. Safety of 4-Amino-3,5-dibromopyridine

3,5-Diisopropylpyridin-4-amine To a mixture of 3,5-dibromo-4-amino-pyridine (5.0 g, 19.9 mmol, AstaTech, Inc.), Cphos (0.868 g, 1.989 mmol), palladium acetate (0.223 g, 0.994 mmol), and THF (40 mL) was added 2-propylzinc bromide (1 M in THF) (80 mL, 80 mmol, Rieke Metals, Inc.) dropwise and the mixture was stirred at rt for 2 h. The reaction mixture was quenched with 5 N NaOH (100 mL), extracted with EtOAc (2*50 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography (eluent 0-30% DCM-MeOH (4:1)/DCM) to provide 3,5-diisopropylpyridin-4-amine (Intermediate 162, 1.4 g, 7.8 mmol, 39.4% yield) as orange syrup. 1H NMR (400 MHz, DMSO-d6) delta 7.88 (s, 2H), 5.47-5.60 (m, 2H), 3.00 (spt, J=6.8 Hz, 2H), 1.17 (d, J=6.8 Hz, 12H). m/z (ESI, +ve ion): 179.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 84539-34-4, Adding some certain compound to certain chemical reactions, such as: 84539-34-4, name is 4-Amino-3,5-dibromopyridine,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 84539-34-4.

To a cooled (0 C) solution of 4-amino-3,5-dibromopyridine 12 (2.0 g, 7.94 mmol, 1.0 equiv) in 48% HBF4 aq (30 mL) was added dropwise NaNO2 (5.4 g, 79.4 mmol, 10 equiv) in water (16 mL) ensuring that no gas evolution could be detected. The resultant slurry was stirred at 0 C for 30 min. The reaction mixture was filtered to afford a white solid. The solid was quickly transferred portionwise to a stirred solution of KI (2.1 g, 12.7 mmol, 1.6 equiv) in 25 mL of acetone/H2O (2/3). The resultant brown slurry was decolorized with saturated Na2S2O3 and carefully neutralized with NaHCO3. The solution was then extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. Purification by silica gel column chromatography (hexane/EtOAc = 10/1) yielded 5 (1.59 g, 4.38 mmol, 55%) as a colorless solid; Rf 0.61 (hexane/EtOAc = 5/1); mp 186-190 C; IR (KBr, cm-1) 1858, 1808, 1634, 1547, 1522, 1496, 1404, 1389, 1205, 1175, 1096, 1020, 883, 756, 687, 517, 422; 1H NMR (300 MHz, CDCl3) delta 8.56 (2H, s, H2/6); 1H NMR (300 MHz, DMSO-d6) delta 8.65 (2H, s, H2/6); 13C NMR (CDCl3, 75 MHz) delta 148.4, 129.9, 120.3; 13C NMR (75 MHz, DMSO-d6) delta 148.3, 129.4, 122.1; EI-MS (m/z) Calcd for C5H2Br2IN [M]+ 360.76. Found 360.75; EI-HRMS (m/z) Calcd for C5H2Br2IN [M]+ 360.7599. Found 360.7589.

According to the analysis of related databases, 84539-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Murakami, Yuko; Yanuma, Hiroto; Usuki, Toyonobu; Tetrahedron Asymmetry; vol. 23; 22-23; (2012); p. 1557 – 1563;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 84539-34-4, Adding some certain compound to certain chemical reactions, such as: 84539-34-4, name is 4-Amino-3,5-dibromopyridine,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 84539-34-4.

To a cooled (0 C) solution of 4-amino-3,5-dibromopyridine 12 (2.0 g, 7.94 mmol, 1.0 equiv) in 48% HBF4 aq (30 mL) was added dropwise NaNO2 (5.4 g, 79.4 mmol, 10 equiv) in water (16 mL) ensuring that no gas evolution could be detected. The resultant slurry was stirred at 0 C for 30 min. The reaction mixture was filtered to afford a white solid. The solid was quickly transferred portionwise to a stirred solution of KI (2.1 g, 12.7 mmol, 1.6 equiv) in 25 mL of acetone/H2O (2/3). The resultant brown slurry was decolorized with saturated Na2S2O3 and carefully neutralized with NaHCO3. The solution was then extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. Purification by silica gel column chromatography (hexane/EtOAc = 10/1) yielded 5 (1.59 g, 4.38 mmol, 55%) as a colorless solid; Rf 0.61 (hexane/EtOAc = 5/1); mp 186-190 C; IR (KBr, cm-1) 1858, 1808, 1634, 1547, 1522, 1496, 1404, 1389, 1205, 1175, 1096, 1020, 883, 756, 687, 517, 422; 1H NMR (300 MHz, CDCl3) delta 8.56 (2H, s, H2/6); 1H NMR (300 MHz, DMSO-d6) delta 8.65 (2H, s, H2/6); 13C NMR (CDCl3, 75 MHz) delta 148.4, 129.9, 120.3; 13C NMR (75 MHz, DMSO-d6) delta 148.3, 129.4, 122.1; EI-MS (m/z) Calcd for C5H2Br2IN [M]+ 360.76. Found 360.75; EI-HRMS (m/z) Calcd for C5H2Br2IN [M]+ 360.7599. Found 360.7589.

According to the analysis of related databases, 84539-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Murakami, Yuko; Yanuma, Hiroto; Usuki, Toyonobu; Tetrahedron Asymmetry; vol. 23; 22-23; (2012); p. 1557 – 1563;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 84539-34-4, name is 4-Amino-3,5-dibromopyridine. A new synthetic method of this compound is introduced below., Computed Properties of C5H4Br2N2

Into a 500-mL round-bottom flask, was placed 3,5-dibromopyridin-4-amine (5 g, 19.9 mmol, 1.0 equiv) in dioxane (150 mL) and water(l 5 mL). 4,4,5,5-tetramethyl-2-(prop-l-en-2- yl)-l,3,2-dioxaborolane (10.1 g, 60.0 mmol, 3.0 equiv), CS2CO3 (19.6 g, 60.0 mmol, 3.0 equiv) and Pd(dppf)Ch (1.5 g, 2.00 mmol, 0.03 equiv) were added to the solution. The resulting solution was stirred for 15 h at 90C in an oil bath. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :3). This resulted in 3.0 g (87.0%) of 3,5-bis(prop-l ~en~2-yl)pyridin-4-amine as light yellow oil.

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, 84539-34-4, 4-Amino-3,5-dibromopyridine.

Reference:
Patent; NOVARTIS INFLAMMASOME RESEARCH, INC.; FRANCH, Luigi; GHOSH, Shomir; GLICK, Gary; KATZ, Jason; OPIPARI, Anthony William, Jr.; ROUSH, William R.; SEIDEL, Hans Martin; SHEN, Dong-Ming; VENKATRAMAN, Shankar; WINKLER, David Guenther; (479 pag.)WO2020/10143; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84539-34-4, Adding some certain compound to certain chemical reactions, such as: 84539-34-4, name is 4-Amino-3,5-dibromopyridine,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 84539-34-4.

Into a 500-mL round-bottom flask, was placed 3,5-dibromopyridin-4-amine (5 g, 19.85 mmol, 1.00 equiv), dioxane (150 mL), water(l5 mL), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (10.08 g, 59.99 mmol, 3.00 equiv), CS2CO3 (19.56 g, 60.03 mmol, 3.00 equiv), and Pd(dppf)Cl2 (1.46 g, 2.00 mmol) under an atmosphere of nitrogen. The resulting solution was stirred for 15 h at 90C in an oil bath, after which it was concentrated under vacuum. The residue thus obtained was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :3). This resulted in 3.0 g (87%) of 3,5-bis(prop-1-en-2-yl)pyridin-4-amine as light yellow oil. LCMS of 3,5-bis(prop-1-en-2-yl)pyridin-4-amine (Method A): 175.1 [M+H]+, retention time 0.872 min.

According to the analysis of related databases, 84539-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS INFLAMMASOME RESEARCH, INC.; GLICK, Gary; ROUSH, William; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI, Anthony William Jr.; KATZ, Jason; (468 pag.)WO2020/10140; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84539-34-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 84539-34-4 as follows.

A solution of 3,5-dibromo-4-amino-pyridine 1 (4.0 g, 15.87 mmol), Pd(PPh3)4 (0.91 g, 0.78 mmol) and aqueous solution of Na2CO3 (23.8 ml, 2M ) in toluene (80 ml ) is added to a solution of dichlorobenzene boronic acid (6.23 g, 46.4 mmole) in ethanol (24 ml). The mixture is refluxed for 14 h., diluted with ethyl acetate and washed with saturated NH4Cl solution. The organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel to give 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US6352990; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84539-34-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 84539-34-4 as follows.

A solution of 3,5-dibromo-4-amino-pyridine 1 (4.0 g, 15.87 mmol), Pd(PPh3)4 (0.91 g, 0.78 mmol) and aqueous solution of Na2CO3 (23.8 ml, 2M ) in toluene (80 ml ) is added to a solution of dichlorobenzene boronic acid (6.23 g, 46.4 mmole) in ethanol (24 ml). The mixture is refluxed for 14 h., diluted with ethyl acetate and washed with saturated NH4Cl solution. The organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel to give 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84539-34-4, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US6352990; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84539-34-4, 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.84539-34-4, name is 4-Amino-3,5-dibromopyridine, molecular formula is C5H4Br2N2, molecular weight is 251.91, as common compound, the synthetic route is as follows.

(2) diazotization reaction:A 200 ml three-necked flask was charged with 0.045 mol of concentrated sulfuric acid having a concentration of 17.5 mol / L and 2.52 g (0.01 mol)3,5-dibromo-4-aminopyridine,After 3,5-dibromo-4-aminopyridine is completely dissolved,1.78g (0.014mol) nitrosylsulfuric acid was added dropwise at 52 C, the end of the reaction was tested by using potassium iodide starch test paper. When the reaction solution turned the potassium iodide starch test paper blue and did not fade, the reaction was stopped for 1.2h,To give 3,5-dibromo-4-pyridin-sulfonic acid

Statistics shows that 84539-34-4 is playing an increasingly important role. we look forward to future research findings about 4-Amino-3,5-dibromopyridine.

Reference:
Patent; Shanghai Wohua Chemical Co., Ltd.; Hu Yadong; Yang Benmei; (5 pag.)CN106957259; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84539-34-4, 4-Amino-3,5-dibromopyridine, 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, Quality Control of 4-Amino-3,5-dibromopyridine, blongs to pyridine-derivatives compound. Quality Control of 4-Amino-3,5-dibromopyridine

A sealed reaction vessel charged with 4-amino-3,5-dibromopyridine (643 mg, (0490) 2.55 mmol, 1 equiv) and potassium ethyl xanthogenate (495 mg, 3.09 mmol, 1.21 equiv) in N,N-dimethylacetamide (8.0 mL) was heated with microwave irradiation at 160 C for 20 min. Additional potassium ethyl xanthogenate (0.490 g, 3.06 mmol, 1.20 equiv) was added to the mixture, and the resulting solution was heated with microwave irradiation at 160 C for a further 20 min. The reaction mixture was cooled to 0 C before the addition of iodomethane (382 mu^, 6.13 mmol, 2.40 equiv). After 20 min, the reaction was concentrated in vacuo and the resultant residue purified by flash column chromatography (solvent: 2: 1 heptane / ethyl acetate). Appropriate fractions were combined and evaporated to afford 7-bromo-2-(methylthio)thiazolo[5,4-c]pyridine (505 mg, 75.7%) as a tan solid. 1H NMR (500 MHz, CDC13): delta: 8.88 (s, 1H), 8.66 (s, 1H), 2.85 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84539-34-4, 4-Amino-3,5-dibromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ZAK, Mark; ROMERO, F. Anthony; YUEN, Po-wai; HANAN, Emily J.; (139 pag.)WO2018/166993; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem