Category: 15862-37-0

Adding a certain compound to certain chemical reactions, such as: 15862-37-0, 2,5-Dibromo-3-nitropyridine, 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, Product Details of 15862-37-0, blongs to pyridine-derivatives compound. Product Details of 15862-37-0

Step 1: Methyl 4-(5-bromo-3-nitropyridin-2-yl)benzoate To a mixture of 2,5-dibromo-3-nitropyridine (2.00 g, 7.09 mmol), (4-(methoxycarbonyl)phenyl)boronic acid (1.28 g, 7.09 mmol) Pd(dppf)C12 (0.36 g, 0.50 mmol) in THF (30 mL) was added tripotassium phosphate (3M in water) (7.09 mL, 21.3 mmol). The reaction mixture was purged with N2 (3x) and then stirred at 80 C for 3 h. The aqueous layer was separated. The organic layer dried with Na2SO4, filtered through a small plug of Celite washing with EtOAc and concentrated. The crude residue waspurified using ISCO silica gel chromatography (120 g column, gradient from 0% to 50% EtOAc/CH2C12) to give the title compound (1.64 g, 69%) as a white solid. Step 1: 5-Bromo-2-(2-fluoro-5-methanesulfonylphenyl)-3-nitropyridineFollowing procedures analogous to those described for methyl 4-(5-bromo-3-nitropyridin-2-yl)benzoate, 2-(2-fluoro-5 -methanesulfonylphenyl)-4,4,5 ,5 -tetramethyl1,3 ,2-dioxaborolane (500 mg, 1.66 mmol) was converted to the title compound (325 mg,52%). ?H NMR (500MHz, CDC13) oe 9.02 (d, J=2.0 Hz, 1H), 8.58 (d, J=2.0 Hz, 1H), 8.34(dd, J6.5, 2.4 Hz, 1H), 8.10 (ddd, J8.7, 4.7, 2.4 Hz, 1H), 7.34 (dd, J=9.4, 8.8 Hz, 1H),3.15 (s, 3H); LCMS (M+H) = 375; HPLC RT = 1.977 mm (Column: Chromolith ODS S54.6 x 50 mm; Mobile Phase A: 10:90 MeOH:water with 0.1% TFA; Mobile Phase B:90:10 MeOH:water with 0.1% TFA; Temperature: 40 C; Gradient: 0-100% B over 4 mm; Flow: 4 mL/min).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-37-0, 2,5-Dibromo-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15862-37-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: 5-Bromo-2-(4-chloro-3,5-difluorophenyl)-3-nitropyridine A 24/40-100 mL round bottom flask was charged with 2,5-dibromo-3-nitropyridine (2.00 g, 7.09 mmol) and 2-(4-chloro-3 ,5 -difluorophenyl)-4,4,5 ,5 -tetramethyl-1,3,2-dioxaborolane (1.95 g, 7.09 mmol). The mixture was diluted with THF(30 mL), and PdC12(dppf) (0.0520 g, 0.07 10 mmol) was added followed by aq. potassiumphosphate tribasic, (2.0 M, 7.09 mL, 14.2 mmol). The vial was sealed and degassed usingultra pure argon and sonication for 2 mm. The vial was placed in an oil bath preheated to65 C. After 35 mm, the reaction mixture was concentrated under reduced pressure,diluted with ethyl acetate and a brine solution, and filtered through a pad of Celite. The contents of the flask were transferred into a separatory funnel, and the organic was washed with brine (3X) and then back extracted with ethyl acetate. The combined organics were dried with magnesium sulfate, concentrated under reduced pressure, and purified by silica gel column chromatography (40 g ISCO RediSep Rf, loaded inlwith:DCM and dried, initial waste: 0 mL, fraction size: 9 mL 13x 100 mm, and eluted with dichloromethane in hexanes 0% [102 mL], 0-20% [150 mL], 20% [501 mL], 20-50% [252 mL], 50% [150 mL]). The fractions were collected to give 1.59 g (64%). ?H NMR (400MHz, CDC13) oe 8.94 (d, J=2.0 Hz, 1H), 8.37 (d, J=2.3 Hz, 1H), 7.23-7.16 (m, 2H). Mass found 350 [M+H].

According to the analysis of related databases, 15862-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 15862-37-0, 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. 15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, 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.

B. (7-BROMO-PYRIDO [3, 2-D] PYRIMIDIN-4-YL-4-TERT-BUTYL-ISOXAZOLE)-AMINE (COMPOUND 2) 1. 5-bromo-3-nitropyridine-2-carbonitrile Heat a solution of 2, 5-dibromo-3-nitropyridine (1.77g, 6.3 mmol; Malinowski (1988) Bull. Soc. Chim. Belg 97 : 51 ; see also US 5, 801, 183) and cuprous cyanide (0.60 g, 6.69 mmol) in N, N-dimethylacetamide (25 mL) at 100C for 72 hours. After cooling, dilute the mixture with water (25 mL) and extract twice with EtOAc (25 mL each), then wash twice with water (25 mL each). The combined EtOAc extracts are dried (Na2SO4), evaporated, and purified by flash chromatography (50% EtOAc-hexane) to obtain 5-bromo-3-nitropyridine-2- carbonitrile as a pale solid.

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 15862-37-0, 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/42498; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15862-37-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,5-dibromo-3-nitropyridine (7.04 g, 25.0 mmol) in 1,4-dioxane (100 mL) and water (25 mL) was added (4-chloro-5-(methoxycarbonyl)thiophen-2-yl)boronic acid (4.51 g, 20.5 mmol), Pd(dppf)C12 (1.34 g,1.64 mmol), and K3P04 (8.73 g, 41.1 mmol) under a N2 stream. The reaction mixture was purged with N2 for 2 mm, heated to 60 C and stirred for 2 h. Then the reaction mixture was cooled to r.t. and extracted with EtOAc (200 mL). The resulting organic phase was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using 0-7% EtOAc in hexane to afford the title compound (3.36 g, 43% yield) as a light yellow solid. LC-MS [M+Hj = 376.

According to the analysis of related databases, 15862-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JACOBIO-BETA PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; JACOBIO PHARMACEUTICALS CO., LTD.; FANG, Haiquan; ZHOU, Wenlai; HU, Shaojing; CHEN, Mingming; YANG, Guiqun; WANG, Yanping; DU, Yuelei; LI, Qinglong; WU, Tong; WU, Lingjun; LI, Haijun; LONG, Wei; (179 pag.)WO2019/80941; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-37-0, 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 15862-37-0 as follows.

43.00 g (152.52 mol) of 2,5-dibromo-3-nitropyridine are hydrogenated in 1.5 g of Pd (10%) on activated charcoal in 450 ml of methanol until the calculated mount of hydrogen has been consumed, the catalyst is filtered off, and the filtrate is freed from solvent, giving 37.56 g of 3-amino-2,5-dibromopyridine. STR12

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-37-0, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US5445763; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, molecular weight is 281.89, as common compound, the synthetic route is as follows.SDS of cas: 15862-37-0

To a stirred solution of 2,5-dibromo-3-nitropyridine (226 mg, 0.802 mmol), (4- (1 ,4-dimethyl- 1H- 1 ,2,3-triazol-5-yl)-3-fluorophenyl)boronic acid (282.6 mg, 1.20 mmol),and PdC12(dppf) (29.3 mg, 0.040 mmol) in THF (8.0 mL) was added tripotassium phosphate (3M in H20, 802 pi, 2.41 mmol), purged with N2 (vacuum/N2 x3) and the reaction was heated at 75 C with stirring for 1 h. The reaction was cooled to room temperature and concentrated. The residue was suspended in EtOAc, filtered throughCelite, washed with EtOAc, concentrated. The residue was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, gradient of 0% to 100% using solvent A/B=CH2C12/EtOAc over 15 column volumes, RediSep Si02 40 g, loaded as DCM solution). Obtained the product (190 mg, 61%): HPLC: RT=0.91 mm (Waters Acquity UPLC BEH C18 1.7 um 2.0 x 50 mm, CH3CN/H20/0.1%TFA, 1.5 mm gradient,wavelength=254nm); MS (ES): m/z=392 [M+1f

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-37-0, 2,5-Dibromo-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, molecular weight is 281.89, as common compound, the synthetic route is as follows.Computed Properties of C5H2Br2N2O2

To a stirred solution of 2,5-dibromo-3-nitropyridine (226 mg, 0.802 mmol), (4- (1 ,4-dimethyl- 1H- 1 ,2,3-triazol-5-yl)-3-fluorophenyl)boronic acid (282.6 mg, 1.20 mmol),and PdC12(dppf) (29.3 mg, 0.040 mmol) in THF (8.0 mL) was added tripotassium phosphate (3M in H20, 802 pi, 2.41 mmol), purged with N2 (vacuum/N2 x3) and the reaction was heated at 75 C with stirring for 1 h. The reaction was cooled to room temperature and concentrated. The residue was suspended in EtOAc, filtered throughCelite, washed with EtOAc, concentrated. The residue was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, gradient of 0% to 100% using solvent A/B=CH2C12/EtOAc over 15 column volumes, RediSep Si02 40 g, loaded as DCM solution). Obtained the product (190 mg, 61%): HPLC: RT=0.91 mm (Waters Acquity UPLC BEH C18 1.7 um 2.0 x 50 mm, CH3CN/H20/0.1%TFA, 1.5 mm gradient,wavelength=254nm); MS (ES): m/z=392 [M+1f

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-37-0, 2,5-Dibromo-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-37-0, 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.15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, molecular weight is 281.89, as common compound, the synthetic route is as follows.

In a 250 mL thick-walled flask was added (2-chloropyrimidin-5-yl)boronic acid (1 g, 6.32 mmol),2,5-dibromo-3-nitropyridine (1.780 g, 6.32 mmol) in 90 mL of THF. Added tripotassium phosphate (2.68 g, 12.6 mmol)and PdChidppO-CLhChAdduct (0.103 g, 0.126 mmol) . Bubbled in argon through the mixture while sonicating for 1 min. Capped flask and heated in an oil bath at 65 C overnight. Concentrated to afford a brown solid. The crude material was purified on a 120 g ISCO column, eluting with 20% EtOAc/hexanes to 50% EtOAc/hexanes over 20 column volumes. The fractions containing the title compound were concentrated to afford 0.72 g (36% yield) of a yellow solid. NMR (400MHz, CDCh) delta 9.04 (d, J=2.0 Hz, 1H), 8.83 (s, 2H), 8.58 (d, J=2.0 Hz, 1H).

Statistics shows that 15862-37-0 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, 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. Product Details of 15862-37-0

A 150 mL pressure flask was charged with (6-chloro-2-methoxypyridin-3- yl)boronic acid (2.5 g, 13.3 mmol) and 2,5-dibromo-3-nitropyridine (3.38 g, 12.01 mmol). The solids were suspended in THF (60 mL). The mixture was treated with PdCl2(dppf)-CH2Cl2 adduct (0.545 g, 0.667 mmol) and K3P04 (2M, 20 mL, 40 mmol). Argon was bubbled through the mixture for 5 min while sonicating. The flask was capped and heated to 80C in a preheated oil bath. The reaction was cooled to room temperature. The reaction mixture was filtered and the filtrate was concentrated to remove THF. The remaining water layer was diluted further with water and was extracted with ethyl acetate. The organic layer was dried over MgS04, filtered and concentrated under vacuum to give a solid. The material was taken up in DCM and a minimum of ethyl acetate and purified by flash column chromatography (80g ISCO column, 0-30% ethyl acetate/hexanes over 600 mL, then 50-100% over 300 mL). Like fractions were concentrated to give 4.5g (78%). NMR (400MHz, CDCh) delta 8.94 (d, J=2.0 Hz, 1H), 8.44 (d, J=2.0 Hz, 1H), 7.97 (d, J=8.0 Hz, 1H), 7.14 (d, J=7.8 Hz, 1H), 3.89 (s, 3H). LC/MS (M+H) = 345.95

With the rapid development of chemical substances, we look forward to future research findings about 15862-37-0.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
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. 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. A new synthetic method of this compound is introduced below., Formula: C5H2Br2N2O2

tert-Butyl 4-[(5-bromo-3-nitropyridin-2-yl)amino]piperidine-1-carboxylate. 2,5-Dibromo-3-nitropyridine (0.200 g, 0.71 mmol) was dissolved in DMSO (3 mL) and treated with 4-amino-1-boc-piperidine (0.428 g, 2.14 mmol.) The mixture was heated at 80 C. overnight and then diluted with ethyl acetate (30 mL.) The organic solution was washed with water (3*25 mL), saturated sodium bicarbonate (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified by automated flash silica gel chromatography (ISCO Redi-Sep column) eluding with 0-100% ethyl acetate/hexane to yield the title compound. 0.229 g (80%). HPLC (method A): Rt=11.2 min. MS: [M+H-t-butyl]+=344.8.

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, 15862-37-0, 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; Wyeth; US2009/69319; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem