Category: 83004-10-8

Adding a certain compound to certain chemical reactions, such as: 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, 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, Formula: C6H5Br2N, blongs to pyridine-derivatives compound. Formula: C6H5Br2N

To a stirred solution of N-hydroxy-1-(4-methyl-4H-1 ,2,4-triazol-3-yl)-1- phenylmethanimine (0.45 g, 2.22 mmol, 1.0 eq.) in 20 ml of MeCN was added C82CO3 (0.795 g, 2.44 mmol, 1.1 eq.) followed by Kl (0.0365 g, 0.22 mmol, 0.1 eq.) in one portion. The resulting suspension was stirred for 5 mins before addition of 2-bromo-6-(bromomethyl)pyridine (0.586 g, 2.33 mmol, 1.05 eq.) in one portion. The reaction was stirred for 4 h at room temperature. The solid was removed by filtration and washed with 250 ml of fresh MeCN. The filtrate was evaporated, and 500 ml of EtOAc were added. The organic layer was washed with H2O and dried over MgSO4 then concentrated. Chromatography of the crude on silica gel gave N-[(6- bromopyridin-2-yl)methoxy]-1-(4-methyl-4H-1 ,2,4-triazol-3-yl)-1-phenylmethanimine (0.748 g, 90 % yield) as a yellow oil. HPLC/MS : m/z = 373 (M+H)

The synthetic route of 83004-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE SA; WO2009/130193; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 83004-10-8, 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. 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine, molecular formula is C6H5Br2N, 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.

To a solution of 0.050 g (0.169 mmol) of 3-(3,4-dimethyl-benzoyl)-6-fluoro-lH- quinolin-4-one 4tt in 1.0 mL of tetrahydrofuran was added 0.4 mL (0.5 M in toluene, .203 mmol) of potassium hexamethyldisilazide and the reaction solution was stirred for 5 min, followed by the addition of 50.9 mg (0.203 mmol) of 2-bromo-6-bromomethyl-pyridine in 0.5 ml of tetrahydrofuran. The resultant solution was stirred at 60 C for 3 h. The reaction solution was quenched by the addition of water and the aqueous phase was extracted with 3 x 5 mL of ether. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to yield 58 mg of l-(6-Bromo-pyridin-2-ylmethyl)-3-(3,4- dimethyl-benzoyl)-6-fluoro-lH-quinolin-4-one 4tt as a yellow solid: LC-MSD, m/z for C24Hi8BrFN2O2, [M+H] = 465.4, 466.5, 467.4, 468.4; Reverse phase HPLC gradient, 20-95% acetonitrile with 0.1% TFA in 4 minutes, retention time = 2.8 min;1H NMR (400 MHz, CDCl3): delta 8.27 (IH, s), 8.12 (IH, m), 7.64 (IH, s), 7.56 (IH, m), 7.51 (IH, m), 7.47 (IH, m), 7.40-7.34 (2H, m), 7.19 (IH, m), 7.00 (IH, m), 5.46 (2H, s), 2.32 (3H, s), 2.31 (3H, s).

According to the analysis of related databases, 83004-10-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2007/59108; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, 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: 2-Bromo-6-(bromomethyl)pyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Bromo-6-(bromomethyl)pyridine

To a solution of 5-(1 H-benzo[d]imidazol-2-yl)-N,N-diethylpyridin-2-amine (100 mg, 0.38 mmol) in DMF (3.7 mL) cooled to 0 C was added NaH (60% dispersion in oil, 19.5 mg, 0.49 mmol). After 5 minutes, 2-bromo-6-(bromomethyl)pyridine (104 mg, 0.41 mmol) was added, and the reaction mixture was warmed to room temperature. After 30 minutes, the reaction was quenched with saturated aqueous NH4CI (2 mL) and diluted with EtOAc (20 mL) and water (20 mL). The phases were separated, and the aqueous layer was further extracted with EtOAc (2 x 20 mL). The combined organic extract was washed with water (20 mL) and brine (50 mL), dried over anhydrous Na2S04, filtered, and concentrated. The resulting residue was purified by silica gel chromatography (eluting with 10 to 100% EtOAc/hexanes) to afford the desired product (130 mg) as a yellow film. LC-MS (ES) m/z = 438 [M+H]+. NMR (400 MHz, CDCI3): delta 8.37 (d, J = 2.0 Hz, 1 H), 7.94 – 7.73 (m, 2H), 7.50 – 7.44 (m, 2H), 7.34 – 7.29 (m, 1 H), 7.24 – 7.15 (m, 2H), 6.80 (dd, J = 6.7, 1 .6 Hz, 1 H), 6.58 (d, J = 8.9 Hz, 1 H), 5.57 (s, 2H), 3.57 (q, J = 7.1 Hz, 4H), 1 .23 (t, 3H), 1 .45 – 1 .28 (m, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83004-10-8, 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.83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine, molecular formula is C6H5Br2N, molecular weight is 250.92, as common compound, the synthetic route is as follows.

To a solution of 0.855 ml of diisopropylamine in 15 ml of tetrahydrofuran was added 2.26 ml of a hexane solution containing 2.66 M n-butyllithium at O0C, followed by stirring the reaction mixture at 00C for 30 minutes. After cooling down to -78C, a solution of 1.54 g of 1- tert-butyl 4-ethyl piperidine-l,4-dicarboxylate in 5 ml of tetrahydrofuran was added to the reaction mixture, and the resultant mixture was stirred at -78C for 30 minutes. A solution of 1.00 g of 2-bromo-6-(bromomethyl)pyridine in 5 ml of tetrahydrofuran was added to the reaction mixture, followed by stirring the reaction mixture at -78C for 2 hours. To the reaction mixture was added saturated aqueous ammonium chloride solution, followed by extracting with ethyl acetate. The resulting ethyl acetate solution was dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate = 20/1 – 2/1) to give the title compound as a yellow oil.

The chemical industry reduces the impact on the environment during synthesis 83004-10-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; WO2009/104802; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 83004-10-8 ,Some common heterocyclic compound, 83004-10-8, molecular formula is C6H5Br2N, 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.

Synthesis of N-((6-Bromopyridin-2-yI)methyl)-N-(1-isopropylpiperidin-4-yI)-4-(4-(trifluoromethyl)phenyl)pyrimidin-2-amineTo an ice-cooled solution of (1 -isopropyl-piperid in-4-yl)-[4-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-amine (1.00 g, 2.74 mmol, 1.0 eq.) in DMF (15 mL), sodium hydride 60%dispersion in mineral oil (154 mg, 3.84 mmol, 1.4 eq.) was added. The resulting orange mixture was stirred at r.t. for 2 hours. Then a solution of 2-bromo-6-(bromomethyl)pyridine (757 mg, 3.02 mmol, 1.1 eq.) in DMF (5 mL) was added dropwise and the mixture was stirred at 60 C for 18 hours. The mixture was cooled to 0 C and sodium hydride 60%dispersion in mineral oil (77 mg, 1.92 mmol, 0.7 eq.) was added. The resulting orange mixture was stirred at r.t. for 2 hours. Then a solution of 2-bromo-6-(bromomethyl)pyridine (378 mg, 1.51 mmol, 0.55 eq.) in DMF (2 mL) was added dropwise and the mixture was stirred at 60 C 4 hours. The reaction mixture was quenched with sat. aq. Na2CO3 solution. The mixture was extracted with DCM. The comb. org. phases were washed with water, sat.aq. NaCI soln., dried over MgSO4, and concentrated in vacuo. The residue was purified by flashmaster (column: 50 g, flow: 40 mL/min, 35 fractions of 45 mL, Hept/AcOEt-NEt3 (10% NEt3) 95:5 to Hept/AcOEt-NEt3 (10% NEt3) 1:1) to afford the title compound as an orange oil.LC-MS 4: tR = 0.82 mm; [M+H] = 534.2

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. 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CIANA, Claire-Lise; KIMMERLIN, Thierry; SIEGRIST, Romain; WO2015/28989; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 83004-10-8, 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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of cyanoacetone sodium salt (CAS: 70807-22-6; 1.53 g; 14.6 mmol) in 8 mL of N,N-dimethylformamide and 240 muL of water is cooled to 0C and 2-bromo-6- (bromomethyl)pyridine (2.44 g; 9.72 mmol) in 8 mL of N,N-dimethylformamide is added dropwise and the reaction is stirred at room temperature overnight. The reaction is concentrated under reduced pressure to provide a crude product, which is used directly in the next step. (0568) Yield: 0.89 g (36 % of theory) (0569) Mass spectrometry (ESI+): m/z = 253/255 [M+H]+ (Br) (0570) HPLC (Method 3): Retention time = 0.87 min

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 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TRIESELMANN, Thomas; GODBOUT, Cedrickx; HOENKE, Christoph; VINTONYAK, Viktor; (130 pag.)WO2019/149660; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 83004-10-8, 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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: General procedure B: To a 5 mL vial back-filled with dried air,compound 1 (1.0 equiv., 0.2 mmol), benzyl bromides (6.0 equiv., 1.2 mmol), and Na2CO3 (2.0 equiv. 0.4 mmol, 42 mg) in sulfolane (0.5 mL) were added, and the reaction was heated at 90 C for 18 h. Upon the completion of the starting materials, the reaction mixture was dissolved in 100 mL H2O, and extracted with dichloromethane (40 mL 3). The organic layers were combined, dried over anhydrous Na2SO4, and removed. The crude was purified by using silica gel column chromatography (PE/EA 10:1e1:2 as eluents) to afford the target compound 2.

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 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Article; Xu, Huayan; Xu, Liang; Luo, Xiaowei; Wang, Junfeng; Zhou, Xuefeng; Yang, Bin; Li, Ding; Luo, Zaigang; Liu, Yonghong; Liao, Shengrong; Tetrahedron; vol. 75; 19; (2019); p. 2785 – 2796;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 83004-10-8, 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.83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine, molecular formula is C6H5Br2N, molecular weight is 250.92, as common compound, the synthetic route is as follows.

1.05 g (4.19 mmol) of 2-bromo-6-bromomethylpyridine and 2.15 g of potassium carbonate are added to a suspension of 792 mg (3.81 mmol) of 6-(3,5-difluorophenyl)-2H-pyridazin-3-one in 19 ml of acetonitrile, and the mixture is stirred for 18 hours at 80 C. The reaction mixture is filtered and washed with acetonitrile. The filtrate is evaporated and partitioned between tert-butyl methyl ether and water. The organic phase is dried over sodium sulfate and evaporated. The residue is chromatographed on a silica-gel column with petroleum ether/ethyl acetate as eluent: 2-(6-bromopyridin-2-ylmethyl)-6-(3,5-difluorophenyl)-2H-pyridazin-3-one as yellow crystals; ESI 378, 380.

Statistics shows that 83004-10-8 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; US2011/34474; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5Br2N

Potassium hydride (105 mg) is added to an ice-cooled mixture of S,S- dimethylsulfoximine (34 mg) and tetrabutylammonium bromide (6 mg) in tetrahydrofuran (2 ml_) under an argon atmosphere and the resulting mixture is stirred at 0C for 1 h. 2-Bromo-6-bromomethyl-pyridine (101 mg) is added, the mixture is allowed to warmed to room temperature overnight and quenched with water. The organic phase washed with brine, dried over MgS04, and concentrated in vacuo. The residue is chromatographed on silica gel (dichloromethane/methanol acetate 99:1?90:10) to give the title compound. LC (method 1 ): tR = 0.62 min; Mass spectrum (ESI+): m/z = 264, 266 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 83004-10-8.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; WAGNER, Holger; WO2015/7669; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 83004-10-8 ,Some common heterocyclic compound, 83004-10-8, molecular formula is C6H5Br2N, 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 mixture of isopropyl 3-oxopiperidine-l-carboxylate (4.50 g) and toluene (52 mL) was added pyrrolidine (2.59 g) at room temperature. The mixture was stirred at room temperature for 30 min, and concentrated. Toluene and CH3CN were added thereto, and the mixture was concentrated. The residue was mixed with CH3CN (52 mL) , and 2-bromo-6- (bromomethyl ) pyridine (7.32 g) was added thereto at room temperature. The mixture was heated under reflux for 15 hr, and the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.72 g) . MS: [M+H]+ 355.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83004-10-8, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAJITA, Yuichi; MIKAMI, Satoshi; MIYANOHANA, Yuhei; KOIKE, Tatsuki; DAINI, Masaki; OYABU, Norio; OGINO, Masaki; TAKEUCHI, Kohei; ITO, Yoshiteru; TOKUNAGA, Norihito; SUGIMOTO, Takahiro; MIYAZAKI,Tohru; ODA, Tsuneo; HOASHI, Yasutaka; HATTORI,Yasushi; IMAMURA, Keisuke; (413 pag.)WO2019/27058; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem