Day: March 9, 2022

Electric Literature of 1151989-04-6, 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. 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. A new synthetic method of this compound is introduced below.

Synthesis of Compound 9:Doxorubicin hydrochloride in the dark at room temperature (DOX·HCl, 127 mg, 0.22 mmol, 1 eq)Dissolved into dry dimethylformamide (4 mL),Triethylamine (34 mg, 46 muL, 0.33 mmol, 1.5 eq) was added slowly.The reaction solution was stirred at room temperature for 0.5 hour.Compound 8 (95 mg, 0.23 mmol, 1.05 eq) was added slowly,A solution of traces of 4-dimethylaminopyridine in dimethylformamide (2 mL).The reaction was carried out in the dark at room temperature and poured directly into water. The precipitated solid was filtered, washed with purified water and dried under vacuum.The crude product was further purified by rapid preparative column chromatography (methanol: dichloromethane, 1:50 to 1:10 v/v)Obtained as a dark red solid (61 mg, 34%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1151989-04-6, its application will become more common.

Reference:
Patent; Fudan University; Sun Tao; Jiang Chen; (22 pag.)CN109846824; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 87674-15-5, Adding some certain compound to certain chemical reactions, such as: 87674-15-5, name is 1-(3-Fluoropyridin-4-yl)ethanol,molecular formula is C7H8FNO, 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 87674-15-5.

A mixture of 1-(3-fluoropyridin-4-yl)ethanol (10 g, 70.3 mmol) and commercial activated MnO2 (8 g, 92.1 mmol) in toluene (100 mL) were refluxed until disappearance of starting material. After cooling the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3-fluoro-4-acetyl pyridine (6.9 g, 70%) that was used directly in the next step.

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. 87674-15-5, 1-(3-Fluoropyridin-4-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pharmacia Italia S.p.A.; US2007/142414; (2007); 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

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

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

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

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

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

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

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