Day: September 13, 2021

Adding a certain compound to certain chemical reactions, such as: 58530-53-3, 2,4-Dibromopyridine, 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, Application In Synthesis of 2,4-Dibromopyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2,4-Dibromopyridine

Preparation of 4-bromo-2-phenylpyridine Into a 500 mL round-bottomed flask was placed 2,4-dibromopyridine (9.90 g, 41.8 mmol), phenylboronic acid (5.10 g, 41.8 mmol), and potassium carbonate (11.55 g, 84 mmol) in DME (100 mL). The reaction mixture was diluted with water (40 mL). This was degassed for 30 minutes and Pd(PPh3)4, (0.483 grams, 0.418 mmol) was added and the reaction was stiffed at reflux for 22 hours. The mixture was diluted with brine and ethyl acetate. The organic layer was washed with water, dried and adsorbed onto Celite and chromatographed on a 400 gram column eluted with 0-5% ethyl acetate in hexane giving the desired product (5.30 g, 54%) as clear colorless oil.

The synthetic route of 58530-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; Beers, Scott; Xia, Chuanjun; Layek, Suman; Wendt, Harvey; US2014/8617; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 96424-68-9, 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. 96424-68-9, name is 2-Bromo-3-chloropyridine. A new synthetic method of this compound is introduced below.

A mixture of 2-bromo-3-chloropyridine (203.8 g, 1.06 moles), sodium tert-amylate (147 g, 1.27 moles), tert-butyl (3R)-3-aminopiperidine-1-carboxylate (249.5 g, 1.25 moles) in toluene (2 L) was heated to 80 C. To this solution was added chloro(di-2-norbornylphosphino)(2-dimethylaminoferrocen-1-yl) palladium (II) (6.1 g, 10.06 mmol) followed by heating to 105 C. and holding for 3 h. The reaction mixture was cooled to room temperature, 1 L of water was added, then the biphasic mixture was filtered through Celite. After layer separation, the organic phase was washed with 1 L of water followed by treatment with 60 g of Darco G-60 at 50 C. The mixture was filtered through Celite, and concentrated to a final total volume 450 mL, resulting in the precipitation of solids. To the slurry of solids was added 1 L of heptane. The solids were collected via filtration and then dried to afford the title compound as a dull orange solid (240.9 g, 73% yield).1H NMR (CDCl3) delta 8.03 (m, 1H), 7.45 (m, 1H), 6.54 (m, 1H), 5.08 (br s, 1H), 4.14 (br s, 1H), 3.85-3.30 (m, 4H), 2.00-1.90 (m, 1H), 1.80-1.55 (m, 4H), 1.43 (br s, 9H).UPLC (UPLC-MS Method 1): tR=0.72 min.MS (ES+) 312.0 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,96424-68-9, 2-Bromo-3-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; Darout, Etzer; Dullea, Robert; Hawkins, Julie Jia Li; Londregan, Allyn T.; Loria, Paula M.; Maguire, Bruce; McClure, Kim F.; Petersen, Donna N.; Piotrowski, David W.; US2014/315928; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16135-36-7, 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 16135-36-7, name is Methyl 4-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4 Following the procedure of Example 1, but substituting an equivalent amount of methyl 4-amino-nicotinate for methyl 2-amino-nicotinate and using methylene chloride as eluent for the column chromatography, methyl 4-(2-acetylthiomethyl-propionamido)-nicotinate is obtained; m.p. 55-57 C., from petroleum ether.

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 16135-36-7, Methyl 4-aminonicotinate.

Reference:
Patent; Simes, Societa Italiana Medicinalle Sintetici; US4528296; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 79456-34-1, 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.79456-34-1, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-amine, molecular formula is C6H4BrF3N2, molecular weight is 241.01, as common compound, the synthetic route is as follows.

Example 143 Synthesis of 5-cyclopropyl-3-(trifluoromethyl)pyridin-2-amine. To a solution of 5-bromo-3-(trifluoromethyl)pyridin-2-amine (2 g, 7.2 mmol) in dioxane/H2O (100 mL/10 mL) was added cyclopropylboronic acid (1.425 g, 16.6 mmol), Pd(OAc)2 (186 mg, 0.83 mmol), PCy3 (465 mg, 1.66 mmol) and K3PO4 (3.523 g, 16.6 mmol). The reaction mixture was stirred at 100 C. for 14 h under nitrogen. Then the mixture was concentrated in vacuo. Water (100 mL) was added and the mixture was extracted with EtOAc (100 mL*3). The combined organic layers were concentrated to give the crude product, which was purified by silica gel chromatography (PE/EtOAc=10/1) to give the 5-cyclopropyl-3-(trifluoromethyl)pyridin-2-amine as a yellow solid (708 mg, yield: 48%). ESI-MS [M+H]+: 203.1.

Statistics shows that 79456-34-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16110-09-1, 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. 16110-09-1, name is 2,5-Dichloropyridine, molecular formula is C5H3Cl2N, 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 1 To a stirred suspension of 14.8 g of 2,5-dichloropyridine in 50 ml of methanol was added 30 ml of a 25% solution of sodium methoxide in methanol and the mixture was heated to reflux under nitrogen. After 24 hours, another 30 ml of the sodium methoxide solution was added and reflux was continued for a total of 68 hours. The sodium chloride which precipitated was removed by filtration and the filtrate was concentrated at atmospheric pressure to about 1/4 the original volume and partitioned between ether and water. The aqueous layer was extracted with ether and the combined ether layers were washed with saturated sodium chloride solution, dried over potassium carbonate and concentrated at atmospheric pressure to a pale brown oil. This residue was distilled to give 5-chloro-2-methoxypyridine as a colorless liquid boiling at about 82-84 C. at 20 torr. When the above procedure was repeated using 2,5-dibromomopyridine, the product obtained was 5-bromo-2-methoxypyridine boiling at about 99-101 C. at 28 torr.

According to the analysis of related databases, 16110-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US4588733; (1986); A;,
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. 13438-65-8, name is 2-Aminonicotinamide, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H7N3O

88.1To a solution of 2-amino-nicotinamide (200 mg, 1.4 mmol) in DMF (3 ml) was added successively 1H-1,2,4-triaazole-1-acetic acid [28711-29-7] (185 mg, 1.4 mmol), diisopropylethylamine [7087-68-5] (200 mul, 1.4 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphatehexafluorophosphate [200731-31-3] (555 mg, 1.4 mmol) at r.t.. The reaction mixture was stirred for 18 hours. The solvent was removed in vacuo, and the residue was digested with dichloromethane to yield product as an off-white solid. Filtration and drying gave 206 mg of 2-(2-[1,2,4]triazol-1-yl-acetylamino)-nicotinamide as off-white solid, which was used without further purification in the next step.

The synthetic route of 13438-65-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte, Aurelia; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Kuehne, Holger; Narquizian, Robert; Panousis, Constantinos; Peters, Jens-Uwe; Ricklin, Fabienne; Roever, Stephan; US2007/275987; (2007); 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. 1824-81-3, name is 2-Amino-6-picoline. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

General procedure: To a stirred mixture of alcohol/phenol/thiohenol/amine (1 mmol) and acetic anhydride(1.1 mmol), 0.01 mmol of MnCl24H2O was added at room temperature. The reaction mixture was stirred until alcohol/phenol/thiohenol/amine was consumed, the progress of the reaction was monitored by TLC. The reaction mixture was quenched with saturated aq. NaHCO3 and extracted with ethyl acetate (10mL 3). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude was passed through a small pad of silica gel (eluent: hexane: ethyl acetate) to obtain pure acetates (acetamides were precipitated out/crystallized direct from the reaction mixture) and characterized by 1H NMR and IR spectroscopy. The data was found to be in accord with previously reported acetates. Characterization data and 1H NMR spectra can be found via the ?SupplementaryContent? section of this article?s webpage.

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, 1824-81-3, 2-Amino-6-picoline.

Reference:
Article; Jain, Isha; Sharma, Ramandeep; Malik, Payal; Synthetic Communications; vol. 49; 21; (2019); p. 2952 – 2960;,
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. 13959-02-9, name is 3-Bromoisonicotinic acid, the common compound, a new synthetic route is introduced below. Formula: C6H4BrNO2

Step 1 [0182] To a suspension of 3-bromoisonicotinic acid (1) (4.0 g) in tetrahydrofuran (40 ml) were added oxalyl dichloride (1.82 ml) and dimethylformamide (one drop) at 0 C. and the mixture was stirred for 1 hour. To the reaction solution was added 28% aqueous ammonia (40 ml) and stirred for 40 minutes. After addition of ethyl acetate to the mixture, the organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to afford Compound (2) (3.38 g). [0183] 1H-NMR (DMSO-d6) delta: 7.44 (1H, d, J=4.5 Hz), 7.83 (1H, s), 8.08 (1H, s), 8.60 (1H, d, J=4.5 Hz), 8.79 (1H, s).

The synthetic route of 13959-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; Mitsuoka, Yasunori; Kooriyama, Yuuji; US2013/217705; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1003-73-2, name is 3-Methylpyridine 1-oxide. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Methylpyridine 1-oxide

Into the flask, 300 g of methylene chloride and 50 g of 3-picoline-N-oxide were added and the mixture was stirred and cooled to 5C at a constant pressure.A dropping funnel was charged with a mixed solution of 240 g of 2,4,6-triisopropyl-3-benzoyl chloride and 200 g of methylene chloride and slowly added dropwise to the dichloromethane mixture of 3-picoline-N-oxide. In the dropping process, the reaction temperature is controlled at 5 to 10C.The addition was completed within about 3 hours. The reaction was incubated for 2 hours and then warmed to 40C overnight.After the end of the reaction, cool down to 5 ~ 10 C, slowly add 200g of water, after desolvation steam distillation, collecting 100 ~At 102C/760mmHg, the distillate was extracted with methylene chloride. After the aqueous layer was separated, 57.4 g of product was de-solvated.The content of 2-chloro-5-methylpyridine was 98%, 2-chloro-3-methylpyridine was 0.5%, and the yield of 2-chloro-5-methylpyridine was 96.2%.

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, 1003-73-2, 3-Methylpyridine 1-oxide.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Chen Honglong; Mu Dengyou; Xue Yi; Chen Xinchun; Zhong Jingsong; Wang Fujun; Yang Cheng; (5 pag.)CN107721912; (2018); A;,
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 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5BrN2

INTERMEDIATE SYNTHESIS; 7-bromo-3-iodoimidazo[ 1 ,2-a]pyridine; (1) 7-bromoimidazo[l,2-a]pyridine.; To a 100 niL round -bottomed flask was added 4-bromopyridin-2-amine (4.0 g, 23.1 mmol), chloroacetaldehyde, 50% in water (14.9 rnL, 116 mmol), and EtOH (25 mL). The resulting reaction mixture was heated at 100 0C under N2 for 3 h. The reaction was cooled to rt and the solvent was concentrated. The residue was redissolved in EtOAc. The organic layer was washed with sat. NaHCObeta (2 x 40 mL), water (2 x 40 mL), brine, dried over MgSO4, and removed solvent. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep, 12O g SiO2, DCM_MeOH=96%:4% to DCM:MeOH (2M NH3)=95%:5%, Flow = 85 niL/min). The solvent was removed in vacuo to afford the desired product as brown solid (3.8 g). MS (ESI pos. ion) m/z: 196.8. Calcd exact mass for C7H5BrN2: 195.9. 1U NMR (300 MHz, CHLOROFORM-J) delta ppm 6.90 (d, J=7.16 Hz, 1 H) 7.57 (s, 1 H) 7.62 (s, 1 H) 7.83 (s, 1 H) 8.00 (d, J=7.16 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; AMGEN INC.; BO, Yunxin, Y.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; SIEGMUND, Aaron, C.; TAMAYO, Nuria, A.; YANG, Kevin; WO2010/108074; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem