Category: pyridine-derivatives

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. 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General procedure: To a stirred solution of 4a (74.5 g, 410 mmol) in DMF (450 mL) was added NaH (60% dispersion in oil, 19.7 g, 491 mmol) at 0 C and the mixture was stirred at the temperature for 30 min. Then 2,3-dichloro-5-(trifluoromethyl)pyridine (60.0 mL, 433 mmol) was added to the mixture, which was allowed to warm to room temperature, and stirred at room temperature for 1 h and at 50 C for 1 h. The reaction was quenched with sat. NH4Cl on ice-bath and extracted with EtOAc and the combined organic layer was washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residual solid was purified by silica gel chromatography (hexane-EtOAc, 9:1 to 2:1) to give a pale-yellow solid, which was recrystallized from EtOAc/hexane to give 5a (79.0 g, 53%) as white crystals.

The synthetic route of 69045-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Tawaraishi, Taisuke; Imoto, Hiroshi; Yonemori, Jinichi; Hirose, Hideki; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3332 – 3358;,
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. 152460-09-8, name is N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C16H13N5O2

Example 4: Preparation of 4-methyl-N-3-(4-pyridin-3-ylpyriinidin-2-vI)benzene-l,3-dianiineTo a solution of (2-methyl-5-nitrophenyl)-(4-pyridin-3-ylpyrimidin-2-yl)amine ( lOOg, 0.32mol) in methanol (600 ml), 10% palladium on carbon (5g, 50% wet) and aqueous hydrazine hydrate (81.45g, 80 %) were added at 25-30 C and reaction mixture was refluxed for 8 hours under inert atmosphere. After completion of reaction, the catalyst was removed by filtration and the solvent was distilled out completely under vacuum. The resulting residue was diluted with demineralized water (400 ml). The precipitated solid was filtered, washed with demineralized water and dried to give 88g (98%) of the title compound having purity 99.8% by HPLC.

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, 152460-09-8, N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; AGGARWAL, Ashvin, Kumar; JAIN, Anshul, Kumar; BHIRUD, Shekhar, Bhaskar; WADHWA, Lalit; WO2011/39782; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 92914-74-4, Adding some certain compound to certain chemical reactions, such as: 92914-74-4, name is Isoxazolo[5,4-b]pyridin-3-amine,molecular formula is C6H5N3O, 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 92914-74-4.

Synthesis of exemplary compound 5: N-(1-(4-(Trifluoromethylthio)phenyl)-ethypisoxazolo[5,4-b]pyridin-3-amine 484 mg (2.2 mmol) of 4′-(trifluoromethylthio)acetophenone were added to a solution of 270 mg (2.0 mmol) of isoxazolo[5,4-b]pyridin-3-amine (intermediate VX001) in DCM (20 ml), and the mixture was stirred for 1 h at RT. 958 mul (6.0 mmol) of triethylsilane and 446 mul (6.0 mmol) of TFA were then added, and the reaction solution was stirred for 7 d at 60 C. After cooling to RT, the mixture was rendered basic with a sat. aq. NaHCO3 soln. The phases were separated, and the aqueous phase was again extracted with DCM. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. CC (EA/hexane 1:1) of the residue yielded 328 mg (1.0 mmol, 48%) of N-(1-(4-(trifluoromethylthio)phenyl)ethyl)-isoxazolo[5,4-b]pyridin-3-amine. MS: m/z 340.1 [M+H]+.

According to the analysis of related databases, 92914-74-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUNENTHAL GMBH; US2010/234419; (2010); 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. 19621-92-2, name is 6-Oxo-1,6-dihydropyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 19621-92-2

To a solution of 6-hydroxypicolinic acid (13.0 g, 93.5 mmol) in methanol (150 mL) at room temperature was added HCl in dioxane (4N, 10 mL). The resulting mixture was stirred at room temperature for 48 hours. The reaction mixture was concentrated to give methyl 6-hydroxypicolinate (13 g, 90%) as a white solid.

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, 19621-92-2, 6-Oxo-1,6-dihydropyridine-2-carboxylic acid.

Reference:
Patent; Ruf, Sven; Sadowski, Thorsten; Wirth, Klaus; Schreuder, Herman; Buning, Christian; Kallus, Christopher; Strobel, Hartmut; Wehlan, Hermut; US2014/296296; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid, 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, 80194-68-9, blongs to pyridine-derivatives compound. Quality Control of 3-Chloro-5-(trifluoromethyl)picolinic acid

Preparation of 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-c]pyridine (IX-01) 950 mg (4.97 mmol) of N3-methyl-6-(trifluoromethyl)pyridine-3,4-diamine (II-01), 1.12 g (4.97 mmol) of 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid and 953 mg (4.97 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) are stirred in 10 ml of pyridine at 115 C. for 7 h. The reaction mixture is freed of solvent under reduced pressure, then water is added and the mixture is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulphate, concentrated again and purified by column chromatography purification by means of preparative HPLC with a water/acetonitrile gradient as eluent. (log P (neutral): 2.96; MH+: 381; 1H NMR (400 MHz, D6-DMSO) delta ppm: 4.00 (s, 3H), 8.35 (s, 1H), 8.86 (s, 1H), 9.22 (s, 1H), 9.30 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80194-68-9, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; ALIG, Bernd; ILG, Kerstin; MALSAM, Olga; GOeRGENS, Ulrich; TURBERG, Andreas; LI, Jun; ZHERSH, Sergey; ARLT, Alexander; (58 pag.)US2017/73342; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98400-69-2, Adding some certain compound to certain chemical reactions, such as: 98400-69-2, name is 4-(Boc-Amino)pyridine,molecular formula is C10H14N2O2, 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 98400-69-2.

-Buli (1.6 M soln, 155 mL, 249 mmol) was added to a stirred solution of TMEDA (37.36 mL, 249 mmol) in THF AT-40 C. The solution was allowed to come at room temperature over 10 min and stirred for another 10 min. The solution was cooled TO-78 C. A solution OF PYRIDINE-4-YL-CARBAMIC acid-tert-butyl ester (117) (22 g, 113.26 mmol) in THF was added slowly. The solution was allowed to come at room temperature within 3 h. After stirring at room temperature for 15 min the solution was again cooled to -78 OC and a freshly crushed dry ice was added. The solution was allowed to come at room temperature, stirred for 30 min and poured into ice cold 10 % NH4C1 solution. The solution was basified by IN NaOH solution and washed by dichloromethane. The pH of aqueous phase was adjusted to 4 by cold 10 % HC1 solution. The solids formed were filtered, washed by water and dried under vacuum at room temperature to yield 16.3 g (30 %) 4-tert-butoxycarbonylamino-nicotinic acid (118) as white solids. MP: 260 C ; 1H- NMR (DMSO-d6): d 1.49 (s, 9H), 8.23 (d, J= 6.0 Hz, 1H), 8.55 (D, J= 6.0 Hz, 1H), 8. 96 (s, 1H); EIMS M/Z 238 (M+1).

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. 98400-69-2, 4-(Boc-Amino)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVANIR PHARMACEUTICALS; WO2005/21546; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 625-92-3, 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. 625-92-3, name is 3,5-Dibromopyridine. A new synthetic method of this compound is introduced below.

Intermediate G5: 5-Ethylpyridine-3-boronic acid; Step 1: 3-Bromo-5-ethyl-pyridine; 3,5-dibromo-pyridine (0.4 g, 1.688 mmol), potassium carbonate (0.7 g, 5.064 mmol), [1,1′- Bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.138 g, 0.169 mmol), silver(I)oxide (0.902 g, 4.22 mmol), ethyl boronic acid (0.150 g, 2.03 mmol) and THF (8 ml) are mixed together, purged with argon and heated to reflux overnight. After cooling to room temperature the reaction mixture is filtered through Celite (filter agent) washing with DCM. The DCM is reduced in vacuo and the residue is purified by flash chromatography by loading onto a 20 g silica column eluting with DCM to afford the title compound, [MH+ 185.91 and 187.91].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,625-92-3, 3,5-Dibromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; LEGRAND, Darren, Mark; WO2009/10530; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3167-49-5 , The common heterocyclic compound, 3167-49-5, name is 6-Aminonicotinic acid, molecular formula is C6H6N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Reference Example 190 6-Amino-5-bromopyridine-3-carboxylic acid To a stirred solution of 6-aminonicotinic acid (13.8 g, 0.1 mole) in glacial acetic acid (100 ml), bromine (16 g, 5 ml, 0.1 mole) in acetic acid (20 ml) is added slowly. The reaction mixture is stirred for 8 hours at room temperature and the acetic acid is removed under reduced pressure. The yellow solid residue is dissolved in water and carefully neutralized with 30% NH4 OH. The separated solid is filtered and washed with water to give 18 g of solid; mass spectrum: 218 (M+).

The synthetic route of 3167-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5719278; (1998); 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. 1072-97-5, name is 5-Bromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H5BrN2

NaH (47.3 mg, 1.971 mmol) and 5-bromo-2-pyridinamine (310 mg, 1.792 mmol, available from Aldrich) were added to N,N-Dimethylformamide (DMF) (7 mL) and stirred in an ice bath for 30 mins. The reaction mixture was then allowed to warm to room temperature and methyl iodide (0.123 mL, 1.971 mmol) was added and the reaction mixture stirred for 24 hr. The reaction mixture was partitioned between DCM (20 mL) and water (20 mL) and the organic layer washed with more water (20 mL) before being dried through an hydrophobic frit and concentrated. The residue was dissolved in DCM and purified by SP4 on a 25+S silica cartridge using a gradient of 10%-40% EtOAc in cyclohexane. Appropriate fractions were collected and concentrated to yield the desired product as a white solid (79.1 mg). LCMS (Method C): Rt 0.39, MH+=187

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, 1072-97-5, 5-Bromopyridin-2-amine.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 82205-58-1, 1-(5-Nitropyridin-2-yl)piperazine, 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, HPLC of Formula: C9H12N4O2, blongs to pyridine-derivatives compound. HPLC of Formula: C9H12N4O2

To a stirred solution of 5-nitro-2-piperazinyl-pyridine (10.1 g) and potassium carbonate (20.29 g) in acetone (500 mL) was added portionwise 3-cyano-benzyl bromide (9.6 g) and the mixture was heated under reflux during 2 hours. The salts were removed by filtration, washed with acetone and the filtrate was evaporated to dryness. The residue was taken in CH2Cl2, and the solution washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure to leave an oil which crystallized by trituration with diisopropyl oxyde. The title compound was obtained as a yellow solid (14.4 g). [0245] m.p.: 103-105 C.

The synthetic route of 82205-58-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dodic, Nerina; US2004/9988; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem