Category: 100367-39-3

Synthetic Route of 100367-39-3, Adding some certain compound to certain chemical reactions, such as: 100367-39-3, name is 4-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 100367-39-3.

To a resealable reaction pressure vessel under nitrogen wasadded 1.0 equiv of 9 (266 mg, 0.665 mmol), Pd(PPh3)4 (38 mg,0.033 mmol, 5 mol %), K2CO3 (184 mg, 1.33 mmol, 2.0 equiv), 2-methoxy-4-bromopyridine (137 mg, 0.732 mmol, 1.1 equiv),dioxane (20 mL) and water (2 mL). The mixture was degassedthrough bubbling nitrogen for 40 min and heated at 110 C overnight.After cooling to room temperature, water (20 mL) wasadded and the organic product was extracted using EtOAc(3 30 mL). The combined organic layers were dried overMgSO4, filtered through Celite and the solvent removed in vacuo.The residual was purified on a silica gel column eluted withEtOAc/hexanes to provide 160 mg (63%) of 8e as a colorless oil.

According to the analysis of related databases, 100367-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ondachi, Pauline W.; Ye, Zhuo; Castro, Ana H.; Luetje, Charles W.; Damaj, M. Imad; Mascarella, S. Wayne; Navarro, Hernan A.; Carroll, F. Ivy; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5693 – 5701;,
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.100367-39-3, name is 4-Bromo-2-methoxypyridine, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.Recommanded Product: 4-Bromo-2-methoxypyridine

To a resealable reaction pressure vessel under nitrogen was added 1.0 equiv of 55 (266 mg, 0.665 mmol), Pd(PPh3)4 (38 mg, 0.033 mmol, 5 mol %), K2C03 (184 mg, 1.33 mmol, 2.0 equiv), 2-methoxy-4-bromopyridine (137 mg, 0.732 mmol, 1.1 equiv), dioxane (20 mL) and water (2 mL). The mixture was degassed through bubbling nitrogen for 40 min and heated at 110 C overnight. After cooling to room temperature, water (20 mL) was added and the organic product was extracted using EtOAc (3 x 30 mL). The combined organic layers were dried over MgS04, filtered through Celite and the solvent removed in vacuo. The residual was purified by flash chromatography to provide 160 mg (63%) of 58 as colorless oil. 1H NMR (300 MHz, CDC13) delta 1.42 (br s, 9H), 1.49-1.63 (m, 2H), 1.86-1.98 (m, 3H), 2.00-2.07 (m, 1H), 2.96-3.01 (m, 1H), 3.92 (s, 3H), 4.30 (s, 1H), 4.42 (br s, 1H), 6.81 (dd, J = 5.7, 2.4 Hz, 1H), 7.25 (d, J= 2.2 Hz, 1H), 8.22 (t, J= 1.9 Hz, 1H), 8.53 (d, J= 5.7 Hz, 1H), 8.56 (d, J= 2.0 Hz, 1H), 9.00 (d, J = 2.0 Hz, 1H); 13C NMR (CDC13) delta 28.3 (3 C), 28.8, 29.9, 40.2, 45.8, 55.9, 61.8, 79.7, 107.2, 108.6, 132.9, 134.7, 140.9, 146.2, 149.1, 151.1, 155.0, 156.7 166.5; MS (ESI) m/z 382.7 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100367-39-3, 4-Bromo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; RESEARCH TRIANGLE INSTITUTE; CARROLL, Frank Ivy; ONDACHI, Pauline Wanjiku; WO2012/24615; (2012); 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. 100367-39-3, name is 4-Bromo-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 100367-39-3

General procedure: 5.1.12 2-[4-({[1-Methyl-4-(2-methylpyridin-4-yl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline dihydrochloride (13a) Under argon gas atmosphere, to the mixture of 12 (200 mg, 0.45 mmol), 4-bromo-2-methylpyridine (156 mg, 0.91 mmol), and Na2CO3 (144 mg, 1.36 mmol) in DMF (2.0 mL) and water (0.87 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (PdCl2(dppf)·CH2Cl2, 22 mg, 0.027 mmol), and the mixture was stirred at 100 C for 1 h. After cooling at room temperature, the mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography (0-5% MeOH in CHCl3) to give a free from of the title compound, which was dissolved in MeOH and the mixture was treated with 4 M HCl/EtOAc. The precipitate formed was collected by filtration and washed with Et2O to give 13a (91 mg, 42%) as a colorless solid. 5.1.14 2-[4-({[4-(2-Methoxypyridin-4-yl)-1-methyl-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline dihydrochloride (13c) Compound 13c was prepared from 12 and 4-bromo-2-methoxylpyridine in a manner similar to that described for compound 13a, with a yield of 51% as a colorless solid. 1H NMR (DMSO-d6) delta 3.79 (s, 3H), 3.95 (s, 3H), 5.47 (s, 2H), 7.29 (s, 1H), 7.41 (dd, 1H, J = 5.9, 1.3 Hz), 7.71-7.76 (m, 3H), 7.89-7.95 (m, 1H), 8.13 (d, 1H, J = 8.2 Hz), 8.17 (d, 1H, J = 5.9 Hz), 8.28 (d, 2H, J = 8.7 Hz), 8.33 (d, 2H, J = 8.4 Hz), 8.45 (s, 1H), 8.72 (d, 1H, J = 8.6 Hz); MS (ESI) m/z 423 [M+H]+; Anal. Calcd for C26H22N4O2·2.2HCl·3.5H2O: C, 56.10; H, 5.58; N, 10.06; Cl, 12.74. Found: C, 56.33; H, 5.68; N, 9.88; Cl, 12.52.

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, 100367-39-3, 4-Bromo-2-methoxypyridine.

Reference:
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Shiina, Yasuhiro; Kikuchi, Shigetoshi; Mihara, Takuma; Moriguchi, Hiroyuki; Fushiki, Hiroshi; Murakami, Yoshihiro; Amano, Yasushi; Honbou, Kazuya; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 297 – 313;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100367-39-3, 4-Bromo-2-methoxypyridine, 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, COA of Formula: C6H6BrNO, blongs to pyridine-derivatives compound. COA of Formula: C6H6BrNO

EXAMPLE 22: Synthesis of N1-(7-chloroquinolin-4-vn-N2-(2-((2-methoxypyridin-4- yl)amino)ethyl)-N2-methylethane- 1 ,2-diamine. Pd(OAc)2, BINAP, K3PO4, dioxane [00257] A mixture of 4-bromo-2-methoxypyridine (0.188 g, 0.997 mmol), Nx-(2- aminoethyl)-N2-(7-chloroquinolin-4-yl)-N1-methylethane-l,2-diamine (0.278 g, 0.997 mmol), Pd(OAc)2 (24.5 mg), BINAP (0.135 g), and K3PO4 (1.14 g) in 1,4-dioxane (10 mL) was degassed with argon for 5 min and then stirred at 100 C for 20 h in a sealed tube. The reaction mixture was cooled to room temperature, filtered through Celite, and concentrated in vacuo. Purification by silica gel chromatography using CH2CI2/CH3OH/NH4OH (270:9: 1, and 180:9: 1) afforded N1-(7-chloroquinolin-4-yl)-N2-(2-((2-methoxypyridin-4- yl)amino)ethyl)-N2-methylethane-l,2-diamine (0.26 g, 67%) as a pale-yellow solid after lyophilization with CH3CN/H20. 1H NMR (300 MHz, DMSO-d6) delta 2.31 (s,3H); 2.60 (t, J = 6.3, 2H); 2.69 (t, J = 6.6, 2H); 3.12 (q, J = 5.9, 2H); 3.38 (q, J = 6.0, 2H); 3.72 (s, 3H); 5.78 (d, J = 2.1, 1H); 6.20 (dd, J = 2.0, 5.9, 1H); 6.26 (t, J = 5.0, 1H); 6.50 (d, J = 5.4, 1H); 7.14 (br t, 1H); 7.41 (dd, J = 2.1, 9.0, 1H); 7.62 (d, J = 5.7, 1H); 7.78 (d, J = 2.4, 1H); 8.17 (d, J = 9.0, 1H); 8.39 (d, J = 5.4, 1H). Mass spectrum (ESI) m/e = 386.6 (M+l).

The synthetic route of 100367-39-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRESAGE BIOSCIENCES, INC.; DECKWERTH, Thomas; KLEINMAN, Edward; RUAN, Fuqiang; BAKER, William; KLINGHOFFER, Richard; (126 pag.)WO2016/196393; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100367-39-3, 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. 100367-39-3, name is 4-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.

4-BromoBromo-2-methoxypyridine (3.06 g, 16.2 mmol), (6- (trifluoromethyl)pyridin-3-yl)methanol (2.74 g, 15.5 mmol), 3,4,7,8- tetramethylphenanthroline (0.36 g, 0.15 mmol), CuI (0.14 g, 0.74 mmol) and Cs2CO3 (7.57 g, 23.2 mmol) were combined in toluene (15 mL) and heated to reflux under a nitrogen Attorney’s Docket 2882.023B atmosphere for 16 h. Upon cooling the mixture was purified by flash column chromagraphy (silica gel, hexanes/EtOAc, 1 :0 to 1 :1) to provide the title compound (3.19 g, 72%) as a red oil: 1H NMR (300 MHz, CDCl3) delta 8.78 (s, IH), 8.02 (d, J= 5.9 Hz, IH), 7.95 (d, J= 8.1 Hz, IH), 7.32 (d, J= 8.0 Hz, IH), 6.55 (dd, J= 5.9, 2.2 Hz, IH), 6.26 (d, J = 2.2 Hz, IH), 5.16 (s, 2H), 3.93 (s, 3H).

According to the analysis of related databases, 100367-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100367-39-3, 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. 100367-39-3, name is 4-Bromo-2-methoxypyridine. A new synthetic method of this compound is introduced below.

A suspension of 4-bromo-2-methoxypyridine (1.225 g, 6.511 mmol), A- methylthiophenyl boronic acid (2.188 g, 13.02 mmol), PdCl2(dppf) (531 mg, 0.651 mmol) Attorney’s Docket 2882.023B and K2CO3 (1.797 g, 13.02 mmol) in DMSO (10 niL) was degassed under reduced pressure for 25 min. The suspension was put under N2 and stirred at 95 0C for 16 h. The suspension was cooled, H2O was added, and the suspension was filtered to afford a light colored solid. Flash chromatography (silica gel, hexanes/(l :l EtOAc/hexanes), 100:0 to 0 : 100) afforded 1.10 g of a white powder

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100367-39-3, 4-Bromo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem