Category: 13472-85-0

Electric Literature of 13472-85-0, 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.13472-85-0, name is 5-Bromo-2-methoxypyridine, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

A 2.5 M hexane solution of n-butyllithium (23 mL, 58 mmol) was added over 30 minutes to a -78 C. solution of 5-bromo-2-methoxypyridine (10 g, 53 mmol) in ether (120 mL), keeping the temperature below -65 C. The slurry was stirred for 30 minutes, and then trimethylborate (6.1 mL) was added quickly to the reaction solution. Again the temperature was maintained below -65 C. The solution was stirred for 10 minutes, warmed to 15 C. and then cooled to -78 C. Peracetic acid (56 mmol) was added dropwise, while the temperature was kept at or below -65 C. After addition, the reaction was warmed briefly to -50 C., cooled back to -65 C., then stirred at approximately 25 C. overnight. The reaction was quenched with water (100 mL), and then extracted with ether (3*150 mL). The organic portions were combined and washed with aqueous NaHSO3 solution and brine. The organic portions were extracted two times with 2N aqueous NaOH solution. The pooled basic aqueous fractions were washed with Et2O and then acidified with NaHSO4. The product precipitated out as oil; the aqueous mixture was extracted three times with Et2O, the pooled ether fractions were dried with Na2SO4, and stripped of solvent in vacuo. Yielded 3.6 g of a brown solid.

The chemical industry reduces the impact on the environment during synthesis 13472-85-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Brewster, William Kirkland; Klittich, Carla Jean Rasmussen; Balko, Terry William; Breaux, Nneka Tuere; Erickson, William Randal; Hunter, James Edward; Lowe, Christian Thomas; Ricks, Michael John; Siddall, Thomas Lyman; Yerkes, Carla Nanette; Zhu, Yuanming; US2006/89370; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13472-85-0 ,Some common heterocyclic compound, 13472-85-0, molecular formula is C6H6BrNO, 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.

To a solution of diispropylamine (63 g, 642 mmol) in anhydrous THF (500 ml) was added n-BuLi5 (2.5 M, in hexane, 256 mL, 642 mmol) dropwise under a N2 atmosphere at -78 C, and themixture was stirred for 30 min. To the reaction mixture was added a solution of 5-bromo-2-methoxypyridine (100 g, 535 mmol) in 100 mL ofTHF. The reaction mixture was stirred at-78 oc for 1h, and then DMF (50 ml, 642 mmol) was added. After stirring for 30 min, the reactionmixture was quenched with water and extracted with EtOAc. The organic layer was washed with10 water and brine, and dried over Na2S04. After filtration and concentration, the residue waspurified by silica gel column chromatography (eluted with petroleum ether: ethyl acetate= 10: 1) togive solid 39-1. MS(ESI) m/e (M+H+): 216.0/218.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13472-85-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; NARGUND, Ravi P.; BLIZZARD, Timothy A.; JOSIEN, Hubert; BIJU, Purakkattle; PLUMMER, Christopher W.; DANG, Qun; LI, Bing; LIN, Linus S.; CUI, Mingxiang; HU, Bin; HAO, Jinlai; CHEN, Zhengxia; WO2014/19186; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13472-85-0, 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.13472-85-0, name is 5-Bromo-2-methoxypyridine, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

To a solution of diisopropylamine (22.7 g, 0.22 mol) in THF (0.5L) was cooled to -30C, and then added n-BuLi (140 mL, 0.22 mol). After addition, the resulting solution was stirred for 0.5 h. The mixture was cooled to -60 C, Example 60a (35.1 g,0.19 mol) dissolved in THF (200 mL) was added dropwise,maintained the temperature below -60 C, the resulting solution was stirred for 1 h. DMF (20.4 g 0.28 mol) was added dropwise at -60 C, the resulting solution was stirred for 1 h .The reaction mixture was quenched by saturated NH4C1 (200 mL) aqueous, and allowed warmed to room temperature .the residue was extracted with EtOAc (200 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product (Example 60b, 26.4 g, yield 64.3%) as a white solid. i NMR ^OO MHz, CDC13) delta 10.28 (s, 1H), 8.40 (s, 1H), 7.16 (s, 1H), 3.95 (s, 3H)

Statistics shows that 13472-85-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-methoxypyridine.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13472-85-0, Adding some certain compound to certain chemical reactions, such as: 13472-85-0, name is 5-Bromo-2-methoxypyridine,molecular formula is C6H6BrNO, 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 13472-85-0.

The mixture of 5-bromo-2-methoxypyridine (15.00 g, 79.78 mmol) and diluted hydrochloric acid (6M, 150 mE) was stirred for 20 hat 100 C. Afier the reaction finished, the mixture was diluted with water (600 mE), adjusted pH to 7 with aq. NaOH solution (iM), and then extracted with EtOAc (200 mE*4). The combined organic phase was washed with sat. aq NaC1 (20 mE), dried over Na2504, filtered and concentrated in vacuo. The residue was mashed with mixed solvents (PE/EtOAc =10/i, 100 mE), filtered and then washed with PE (5 mE*3), dried in vacuo to give compound B-i_2 as white solid (10.42 g, 61.55%). ?H NMR (400 MHz, CDC13) oe: 11.76 (bts., iH), 7.70 (d, J=3.0 Hz, iH), 7.56 (dd, J=2.5, 9.5 Hz, iH), 6.36 (d, J=9.5 Hz, iH).

According to the analysis of related databases, 13472-85-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHIJIAZHUANG SAGACITY NEW DRUG DEVELOPMENT CO., LTD.; SHIH, Neng-yang; CHEN, Bin; ZHANG, Lei; LI, Jian; CHEN, Shuhui; US2019/62315; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13472-85-0, Adding some certain compound to certain chemical reactions, such as: 13472-85-0, name is 5-Bromo-2-methoxypyridine,molecular formula is C6H6BrNO, 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 13472-85-0.

1.57 g K2CO3, 6.25 ml DMF was added sequentially to a flask equipped with a thermometer, a constant pressure dropping funnel,Stirring in a 100 ml three-necked flask, stirring, 1.41 ml of 5-bromo-2-methoxypyridine slowly,After completion of the dropwise addition, 2.07 g of bisulfonamide was slowly added and the mixture was stirred for 2 hours.Add 1.7 g of 2-chloropyridine stirring reaction 3 hours, diluted with water, stirring 20 min, liquid;The aqueous phase was extracted with ethyl acetate, the organic phases were combined, washed twice with saturated brine,Concentrated under reduced pressure to give a piranone intermediate yellow oil with a purity of 83% and a yield of 85%.

According to the analysis of related databases, 13472-85-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Venturefarm Biotech Corp.; Chen, Mengnan; Zhao, Guolei; (4 pag.)CN105906557; (2016); A;,
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. 13472-85-0, name is 5-Bromo-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 13472-85-0

To a stirred solution of 5-bromo-2-methoxypyridine (8.9 g, 47.9 mmol) in THF (175 mL) at -78 C was added an n-butyllithium solution (2.5 M in hexane; 28.7 mL, 71.8 mmol) dropwise and the resulting mixture was allowed to stir at -78 C for 45 min. Trimethyl borate (7.06 mL, 62.2 mmol) was added via syringe and the resulting mixture was stirred for an additional 2 h. The bright orange reaction mixture was warmed to 0 C and was treated with a mixture of a 3 N NaOH solution (25 mL, 71.77 mmol) and a hydrogen peroxide solution (30%; approx. 50 mL). The resulting yellow and slightly turbid reaction mixture was warmed to room temp. for 30 min and then heated to the reflux temp. for 1 h. The reaction mixture was then allowed to cool to room temp. The aqueous layer was neutralized with a 1N HCl solution then extracted with Et2O (2 x 100 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give a viscous yellow oil (3.5g, 60%).

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, 13472-85-0, 5-Bromo-2-methoxypyridine.

Reference:
Patent; Bayer Corporation; EP1449834; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13472-85-0, 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 13472-85-0, name is 5-Bromo-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 4: Synthesis of 3-(5-hydroxy-3-(2-methyl-2-propylthio)-l-[4[(2-methoxypyridin-5-yl)benzyl]- indol-2-yl-2,2-dimethyl-propionic acid ethyl ester (R = -CH2CH3; X = Br). Ethyl 3-(3-(tert-butylthio)-5-hydroxy-l-(4-(4,4J5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzyl)-lH- indol-2-yl)-2,2-dimethylpropionate (675g, 1.2 mol), 5-bromo-2-methoxypyridine (280.5g, 1.5 mol), Pd(PPh3)4(23.63g, 0.02 mol), and K2CO3 (412g) were added to a reactor containing 6.75 L of DME and 3.38 L of water and stirred. Nitrogen gas was bubbled into the mixture for about 20 minutes. The mixture was then heated to between 80 to 85 0C and stirred overnight. TLC analysis (EtO Ac/Petroleum ether = 1/5) showed the reaction had reached completion. The mixture was subsequently cooled to ambient temperature. Following cooling, the compound was extracted three times with EtOAc. The organic layer was then washed with water, followed by a brine wash. The organic layer was then dried with sodium sulfate, the solid removed by filtration and the organic layer was then concentrated in vacuo, affording 653 g of product in near quantitative yield.

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 13472-85-0, 5-Bromo-2-methoxypyridine.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; WO2009/55721; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13472-85-0, 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. 13472-85-0, name is 5-Bromo-2-methoxypyridine, molecular formula is C6H6BrNO, 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.

5-Bromo-2-methoxypyridine (28.8 g, 150 mmol, 1 eq.) Was dissolved in 300 ml of anhydrous tetrahydrofuran and set aside.Diisopropylamine (17g, 165mmol, 1.1eq.) Was dissolved in 150ml of anhydrous tetrahydrofuran, cooled to -5C , under nitrogen,N-Butyllithium (66 ml, 165 mmol, 1.1 eq.) Was added dropwise to the above solution.After the dropwise addition, the mixture was stirred for 30 minutes.Reduce the temperature of the above reaction system to -78C ,A solution of 5-bromo-2-methoxypyridine in tetrahydrofuran was added dropwise.After the dropwise addition, the mixture was stirred for 1 hour.Then, N, N-dimethylformamide (16.8 g, 225 mmol, 1.5 eq.) Was added dropwise to the above reaction system, and reacted for 2 hours.After the reaction was completed, 150 ml of ammonium chloride solution was slowly added to the reaction solution.After extraction with n-hexane, the organic phase was dried over anhydrous sodium sulfate and concentrated.The resulting concentrate was slurried with n-hexane and filtered with suction,The filter cake was dried to obtain 25 g of white solid 5-bromo-2-methoxypyridine-4-carbaldehyde,The yield is 77%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 13472-85-0, 5-Bromo-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Dai Hongsheng; Zhou Chao; (8 pag.)CN110734397; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13472-85-0, 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. 13472-85-0, name is 5-Bromo-2-methoxypyridine. A new synthetic method of this compound is introduced below.

Step 2: 3-{3-tert-Butylsulfanyl-5-hydroxy-1-4-(6-methoxy-pyridin-3-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid ethyl ester D-1 (25.34 g, 44.8 mmol), 5-bromo-2-methoxypyridine (Combi-blocks; 10.9 g, 70.3 mmol), and K2CO3 (15.5 g, 112.1 mmol) were dissolved in DME (300 mL) and water (150 mL) and degassed with N2 for 30 minutes. Pd(PPh3)4 (1.6 g, 1.4 mmol) was added, and the reaction mixture was degassed with N2 for an additional 15 minutes. The solution was heated to 80 C. overnight, and then cooled to room temperature and diluted with EtOAc and water. The aqueous layer was extracted 3 times with EtOAc, the combined organic layers were washed with water, brine, dried over MgSO4, filtered, and concentrated. The crude material was purified on silica gel (0 to 8% EtOAc in hexanes) to give the desired product (D-2, 23.7 g).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 13472-85-0, 5-Bromo-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amira Pharmaceuticals, Inc.; US2007/105866; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13472-85-0, 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 13472-85-0, name is 5-Bromo-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2. 5-Hydroxy-2-methoxypyridine To a stirred solution of 5-bromo-2-methoxypyridine (8.9 g, 47.9 mmol) in THF (175 mL) at -78 C. was added an n-butyllithium solution (2.5 M in hexane; 28.7 mL, 71.8 mmol) dropwise and the resulting mixture was allowed to stir at -78 C. for 45 min. Trimethyl borate (7.06 mL, 62.2 mmol) was added via syringe and the resulting mixture was stirred for an additional 2 h. The bright orange reaction mixture was warmed to 0 C. and was treated with a mixture of a 3 N NaOH solution (25 mL, 71.77 mmol) and a hydrogen peroxide solution (30%; approx. 50 mL). The resulting yellow and slightly turbid reaction mixture was warmed to room temp. for 30 min and then heated to the reflux temp. for 1 h. The reaction mixture was then allowed to cool to room temp. The squares layer was neutralized with a 1N HCl solution then extracted with Et2O (2*100 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give a viscous yellow oil (3.5 g, 60%).

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 13472-85-0, 5-Bromo-2-methoxypyridine.

Reference:
Patent; BAYER CORPORATION; US2003/207914; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem