Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 947249-27-6, 2-Bromo-3-(difluoromethoxy)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, 947249-27-6, blongs to pyridine-derivatives compound. Recommanded Product: 947249-27-6

To a steel bomb were charged with 2-methoxyethanol (20 ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95 g, 8.7 mmol), conc. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g, 1.7 mmol). The reaction mixture was heated at 100 C. for 23 h, then cooled to 0 C., and partitioned between mixture of EtOAc/aq. 3 N NaOH/H2O (40 ml/10 ml/30 ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30 ml), brine (40 ml), dried (Na2SO4), and concentrated to produce 1.12 g of 3-(difluoromethoxy)pyridin-2-amine which was carried forward without further purification: LCMS (m/z, MH+): 161.0, tR=0.31 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,947249-27-6, its application will become more common.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde, 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, Quality Control of 5-Bromo-2-methoxyisonicotinaldehyde, blongs to pyridine-derivatives compound. Quality Control of 5-Bromo-2-methoxyisonicotinaldehyde

The solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (CAS: 936011-17-5, Vendor: Bide, 25.00 g, 115.72 mmol) and ammonium acetate (4.46 g, 57.86 mmol) in nitroethane (150 mL) was stirred at 100 C for 16 hrs. After being cooled down, the mixture was concentrated and purified by flash column (PE/EA = 10/1) to give compound 70a (23.00 g) as a green solid. MS: calc?d 273 (MH+), measured 273 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, molecular formula is C13H17NO4, 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. Recommanded Product: Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 1149-24-2.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
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. 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, the common compound, a new synthetic route is introduced below. Safety of Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

The synthetic route of 1149-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75806-86-9, 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. 75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, 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.

Example 2: 2-Bromo-5-chloro-pyridin-3-ylamine; [00382] 2-Bromo-5-chloro-3-nitro-pyridine (11.87 g, 50 mmol) was dissolved in 100 mL ether. Tin(ll) chloride dihydrate (56.4g, 0.5 mol) was dissolved in 100 mL of concentrated hydrochloric acid and added drop wise over 15 minutes to the stirring ethereal solution of the nitro compound. The exothermic reaction brought the ether to boiling and it was allowed to evaporate off. After the addition was complete the reaction mixture was placed on a 50 C oil bath and stirred for 30 minutes to boil of the remaining ether. The flask was then cooled on in an ice bath. The precipitate formed was collected and by filtration and dissolved in 100 mL of water. The pH was adjusted to 9-10 by the addition of concentrated ammonium hydroxide solution and the product was extracted with ethyl acetate (2 x 100 mL). The organic layer was washed with diluted ammonium hydroxide, water and brine and dried over Na2SU4 and the solvent was evaporated to afford 7.4 g of tan crystalline solid. MS m/z : 208.9 (M+H).

According to the analysis of related databases, 75806-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
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 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 17570-98-8

NaH (60%) (120 mg, 3 mmol) was added into a solution of dichloro-2- (2,2,2-trifluoro-ethyl)-1 H-benzoimidazole (269 mg, 1 mmol) in DMF (5 ml) at O0C. The resulting mixture was stirred at 0C for half hour. 2-bromo-1 -(2- pyridiny)-l-ethanone hydrobromide (421.4 mg, 1.5 mmol) was then added to the reaction mixture at 0C. The reaction temperature was raised to 25C and then the reaction mixture was stirred for 18 hours. NH4CI (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO^ The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc / hexanes 0% to 70%) yielded the title compound as a yellow solid.MS m/z (M+H) 388, (M-H) 386.

With the rapid development of chemical substances, we look forward to future research findings about 17570-98-8.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/39215; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 91678-23-8, 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.91678-23-8, name is 2-Bromo-6-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

To a solution of 2-bromo-6-chloro-3-nitropyridine (3g, 12.63 mmol) in acetonitrile (60 ml_) was added butyl(1 -ethoxyvinyl)-l2-stannane compound with octane (4.56 g, 12.63 mmol), PdCl2(PPh3)2 (1 .330 g, 1 .895 mmol), and copper(l) iodide (0.120 g, 0.632 mmol) under nitrogen at room temperature. The reaction mixture was stirred at 60 C for 6h. The reaction was allowed to cool to room temperature and filtered with diatomite. The filter cake was washed with acetonitrile and the organic layers were combined. The resulting solution was concentrated under reduced pressure to afford the crude product. The crude product was purified by silica gel column chromatography, eluted with ethyl acetate/petroleum ether, and concentrated under reduced pressure to afford the title compound as a brown solid (2.8 g, 75% pure, 72.7% yield).

The chemical industry reduces the impact on the environment during synthesis 91678-23-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EVANS, Karen Anderson; HILFIKER, Mark A.; MARCUS, Andrew Peter; PLOTNIKOV, Nikolay Valeryevich; RALPH, Jeffrey Michael; (142 pag.)WO2019/193540; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38222-83-2, Adding some certain compound to certain chemical reactions, such as: 38222-83-2, name is 2,6-Di-Tert-butyl-4-methylpyridine,molecular formula is C14H23N, 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 38222-83-2.

4-Bromomethyl-2,6-di-t-butylpyridine (Compound A3) To a mixture of 2,6-di-t-butyl-4-methylpyridine (Aldrich, 2.0 g, 9.73 mmol) in 25 ml of dry CCl4 was added benzoyl peroxide (24 mg, 0.097 mmol) and NBS (1.9 g, 10.7 mmol). The reaction mixture was refluxed for 16 hours. After it cooled to room temperature, the solvent was removed in vacuo and the residue was purified by column chromatography (silica gel, hexane) to give an oil (1.957 g) which contained 82% of the desired product and 18% of the starting material. 1 H NMR delta 7.09 (s, 2H), 4.39 (s, 2H), 1.35 (s, 18H).

According to the analysis of related databases, 38222-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US5965606; (1999); 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. 856013-04-2, name is 6-Bromopyridine-2-sulfonamide. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5BrN2O2S

6-Bromopyridine-2-sulphonamide (0.5 g, 2.11 mmol, prepared by the methods described in WO2005/058299) and potassium carbonate (2.92 g, 21.1 mmol) were initially charged in acetonitrile (10 ml). While cooling with ice, acetyl chloride (1.16 g, 14.8 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 16 h. The solvent was removed under reduced pressure, and the residue was taken up in water and acidified with dilute hydrochloric acid solution. It was extracted with ethyl acetate and the solvent was removed under reduced pressure. This gave 0.54 g (85% of theory) of N-[(6-bromopyridin-2-yl)sulphonyl]-acetamide.HPLC-MS: LogP(HCOOH): 0.95; mass (m/z): 278.9 (M+H)+;1H NMR (d6-DMSO): 1.99 (s, 3H), 7.99-8.01 (m, 1H), 8.08 (t, 1H), 8.11-8.13 (m, 1H), 12.48 (s, 1H) ppm.

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, 856013-04-2, 6-Bromopyridine-2-sulfonamide.

Reference:
Patent; BAYER CROPSCIENCE AG; US2012/165345; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73112-16-0, Adding some certain compound to certain chemical reactions, such as: 73112-16-0, name is 2,6-Dibromo-4-methylpyridine,molecular formula is C6H5Br2N, 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 73112-16-0.

[00170] A solution of n-BuLi (4.4 mL, 2.5 M in n-hexane, 11 mmol) was slowly added to a solution of 2,6-dibromo-4-methylpyridine (2.75 g, 10.9 mmol) in DCM (83 mL) at -78C under N2. After stirring for 1.5 hat -78 C, methyl 3- oxocyclopentanecarboxylate (1.54 g, 11.0 mmol) was added. The cooling bath was removed and the reaction mixture was stirred for 2 h, and then was quenched by addition of saturated aqueous NH4C1 solution. The reaction mixture was extracted with ethyl acetate, and the organic layers were dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel (isocratic elution, 8% ethyl acetate-petroleum ether) to give two product diastereomers. Peak 1(550 mg, yellow solid) was determined to be the 1R,3S and 1S,3R isomers, and peak 2 (350 mg, yellow oil) was determined to be the 1R,3R and 1S,3S isomers. MS (ES+) C13H16BrNO3 requires: 313, found: 314 [M+H].

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BRUBAKER, Jason, D.; DIPIETRO, Lucian, V.; (105 pag.)WO2018/22761; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem