Category: pyridine-derivatives

Application of 53636-70-7, 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 53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

6-methyl-2, 3-PYRIDINEDICARBOXYLIC acid (5.1 g, 0.03 mol) was dissolved in MEOH (80 ml) and the pH was adjusted to 2 with HCI/isopropanol 6N. This mixture was heated at reflux for 16 hrs. After evaporating MEOH, the residue was co-evaporated two times with toluene and dried in a vacuum oven to get a yellow solid (5. 81g, 98.7%). MS: [M+H] +=210

According to the analysis of related databases, 53636-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2004/96807; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, 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: 5-Bromo-3-methylpyridin-2(1H)-one, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-3-methylpyridin-2(1H)-one

5-Bromo- 1 ,3-dimethyl- lH-pyridin-2- ne B- 1 To a suspension of 5-bromo-2-hydroxy-3-methyl pyridine Al (1.000 g; 5.053 mmol) and potassium carbonate (1.397 g; 10.105 mmol) in DMF (5.000 ml) is carefully added iodomethane (0.346 ml; 5.558 mmol). The reaction mixture is stirred overnight (16h) at room temperature. The reaction mixture is then quenched with 10% ammonia solution (10 ml) and 30 ml water is added. It is extracted with 3×50 ml EtOAc. The combined organic layer is dried with Na2S04, filtered and concentrated under reduced pressure to afford the product. Yield: 98% (1.0 g; 4.95 mmol) HPLC-MS: (M+H)+ = 202/204; tRet = 0.65 min; method LCMS BAS1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; WO2015/169962; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77199-09-8, 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.77199-09-8, name is Ethyl 5-bromopicolinate, molecular formula is C8H8BrNO2, molecular weight is 230.0586, as common compound, the synthetic route is as follows.

General procedure: A mixture 2a or 2b (1 g, 1 equiv.), anappropriate pinacol boronate ester (1.2 equiv.), [1,10-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex withdichloromethane (10 mol %), cesium carbonate (2.0 equiv.), 1,4-dioxane (8 ml) and water (4 ml) was sealed in a 20 ml microwavereaction vial (Biotage). The vial was irradiated in a microwaveapparatus at 110 C, normal absorption for 30-90 min. The reactionmixture was cooled to room temperature and work up was performedas described in method 1 to obtain the esters 4b-i.

Statistics shows that 77199-09-8 is playing an increasingly important role. we look forward to future research findings about Ethyl 5-bromopicolinate.

Reference:
Article; Tung, Truong Thanh; Jakobsen, Tim Holm; Dao, Trong Tuan; Fuglsang, Anja Thoe; Givskov, Michael; Christensen, S°ren Br°gger; Nielsen, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1011 – 1020;,
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. 59020-10-9, name is 3-(Tributylstannyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C17H31NSn

147a. 6-Chloro-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-(3-pyridyl)pyridine To a solution of 3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-bromo-6-chloropyridine (500 mg, 1.28 mmol) in toluene (10 mL) was added 3-pyridinyltributyltin (564 mg, 1.54 mmol) and tetrakis(triphenylphosphine)palladium(0) (45 mg, 0.04 mmol). After being heated under reflux for 16 h, the resulting mixture was cooled to room temperature. Solvent was removed, and the residue was chromatographed (silica gel; EtOAc/hexane, 2:19 to 1:1) to afford an oil (428 mg, 86%): 1 H NMR (CDCl3, 300 MHz) delta1.45 (s, 9H), 1.94 (m, 1H), 1.98-2.10 (m, 2H), 3.31-3.45 (m, 2H), 3.88-4.30 (m, 4H), 7.22 (m, 1H), 7.40 (m, 1H), 7.83 (td, 1H, J=1.5, 9.0 Hz), 8.16 (d, 1H, J =3.0 Hz), 8.64-8.73 (m, 2H); MS (CI/NH3) m/z 390 (M+H)+.

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, 59020-10-9, 3-(Tributylstannyl)pyridine.

Reference:
Patent; Abbott Laboratories; US6127386; (2000); 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. 913836-16-5, name is 5-Bromo-2-hydroxyisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H4BrNO3

[0717] XXV-6 was obtained following the synthetic scheme as described above. MS (ES) m/z (M+H) 231.95.

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, 913836-16-5, 5-Bromo-2-hydroxyisonicotinic acid.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1003711-85-0, 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.1003711-85-0, name is 5-Bromo-4-chloro-2-methylpyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

4-Chloro-2-fluoro-N-(2-methoxy-phenyl)-N-methyl-5-(4,4,5,5- tetramethyl-[1 ,3]dioxolan-2-yl)-benzenesulfonamide (57 mg, 0.125 mmol), 5-bromo-4- chloro-2-methyl-pyridine (21 mg, 0.1 mmol), Pd(Ph3P)4 (12 mg, 0.01 mmol), K2CO3 (69 mg, 0.5 mmol) in a mixture of dioxane (1.5 ml.) and water (0.15 ml.) was degassed with N2 for 5 min. The reaction vessel was sealed and heated at 85 0C for 14 hrs. After the filtration, the mixture was purified by prep. LCMS to afford 4-chloro-5-(4- chloro-6-methyl-pyridin-3-yl)-2-fluoro-N-(2-methoxy-phenyl)-N-methyl- benzenesulfonamide 3-1. MS: 454.7 (M+H)+; tR = 7.77 min (method 2). NMR (CDCI3), delta, 8.350 (1 H, s), 7.549(1 H, d, J=6.9Hz), 7.257-7.436 (5H, m), 6.932 (1 H, m), 6.817 (1 H, m), 3.513 (3H, s), 3.389 (3H, d, J=2.1 Hz), 2.656 (3H, s).

The chemical industry reduces the impact on the environment during synthesis 1003711-85-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124614; (2008); 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.1570-45-2, name is Ethyl isonicotinate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.COA of Formula: C8H9NO2

In an autoclave, the reactant and Ru(acac)3 were dissolved with 1.4 equivalents of tris(diphenylphosphinomethyl)ethane in isopropanol, and converted at 150 C. and 150 bar of hydrogen pressure for 24 h. After the reaction, the reaction mixture was analyzed by gas chromatography.Conversion, selectivity and yield were determined by means of gas chromatography. Substrates, batch sizes and analysis are compiled in Table 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1570-45-2, Ethyl isonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; US2009/43102; (2009); 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.54232-43-8, name is 6-Bromo-5-methoxypicolinic acid, molecular formula is C7H6BrNO3, molecular weight is 232.03, as common compound, the synthetic route is as follows.Formula: C7H6BrNO3

[0126] 6-Bromo-5-methoxypicolinic acid (XXXXVI) (665 mg, 2.87 mmol) was dissolved in 10 ml of dichloromethane. N,O-dimethylhydroxyamine hydrochloride (336 mg, 3.44 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI) (659 mg, 3.44 mmol), 4-dimethylaminopyridine (DMAP) (105 mg, 0.86 mmol), and triethylamine (TEA) (479 mul, 3.44 mmol) were added to the resulting solution and the solution was stirred at room temperature for 16 hrs. And then, the solution was extracted with 30 ml of dichloromethane and 30 ml of water. The organic layer was treated with magnesium sulfate (MgSO4) and filtered, and the solution was concentrated and purified by silica gel column chromatography (normal hexane : ethylacetate = 3 : 1, v/v) to give the title compound as colorless crystals (515 mg, 1.87 mmol, 65 %). 1H NMR (400 MHz, CDCl3) delta 7.70 (d, J = 8.4 Hz, 1H), 7.17 (d, J = 8.4 Hz, 1H), 3.93 (s, 3H), 3.81 (s, 3H), 3.36 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54232-43-8, 6-Bromo-5-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Beyondbio Inc.; MIN, Changhee; OH, Byungkyu; KIM, Yongeun; PARK, Changmin; (98 pag.)EP3255042; (2017); A2;,
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. 59576-31-7, name is 1-(4,6-Dimethylpyridin-2-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows. Safety of 1-(4,6-Dimethylpyridin-2-yl)ethanone

At room temperature, a solution of 2.05 g (2.0 mmol) of 2-acetyl-5,6-dimethylpyridine (II-1) in 50 ml of ethanol and 30 mg of p-toluenesulphonic acid were added to a solution of 0.53 g (2.0 mmol) of (1E)-1-(5,6-dimethylpyridin-2-yl)ethanone O-({1-[(aminooxy)methyl]cyclopropyl}methyl)oxime (XII-8) in 10 ml of ethanol, and the mixture was heated under reflux for 4 h. After cooling, the reaction mixture was poured into ice-water and neutralized by addition of triethylamine. After extraction with dichloromethane, the combined organic phases were dried over Na2SO4 and freed from the solvent under reduced pressure. Purification by column chromatography on silica gel using cyclohexane/ethyl acetate gave 0.73 g (1.6 mmol, 79% of theory) of (1E)-1-(4,6-dimethylpyridin-2-yl)ethanone O-({1-[({[(1E)-1-(5,6-dimethylpyridin-2-yl)ethylidene]amino}oxy)methyl]cyclopropyl}methyl)oxime of logP (HCO2H)=2.61.

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, 59576-31-7, 1-(4,6-Dimethylpyridin-2-yl)ethanone.

Reference:
Patent; BAYER CROPSCIENCE AG; US2010/22559; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 490-11-9, name is Pyridine-3,4-dicarboxylicacid, the common compound, a new synthetic route is introduced below. COA of Formula: C7H5NO4

To a solution of pyridine-3,4-dicarboxylic acid (7.00 g, 41.9 mmol) and4-dimethylaminopyridine (80 mg, 0.65 mmol) in methanol (230 mL) was added thionylchloride (24.9 g, 210 mmol) at 0 C. The mixture was stirred at 0 C for 30 minutes.Reaction temperature was then raised up to reflux with constant stirring overnight.Having cooled down to room temperature, the reaction mixture was concentrated under reduced pressure to give a residue, which was re-dissolved in water (200 mL). The prepared solution was adjusted to pH 89 with saturated sodium bicarbonate aqueous solution at 0C. Then the aqueous was extracted with ethyl acetate (150 mL) for three times. The combined organic layers were washed with brine (200 mL), dried over Na2 SO4() and filtered. The filtrate was concentrated under reduced pressure to give the title compound (5.26 g, 64 % yield) as yellow oil. LC-MS (ESI): RT = 1.27 mm, mass calcd. for C9H9N04 195.1, mlz found 196.4 [M+H]. ?H NIVIR (400 1VIHz, DMSO-d6)9.02 (d, J 0.8 Hz, 1H), 8.91 (d, J 5.2 Hz, 1H), 7.70 (d, J= 5.2, 0.8 Hz, 1H), 3.87 (s,6H).

The synthetic route of 490-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; WAN, Zhao-Kui; JIANG, Yimin; DAI, Xuedong; LIU, Qian; CHEUNG, Wing Shun; DENG, Gang; FU, Liqiang; (547 pag.)WO2019/1420; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem