Category: pyridine-derivatives

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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To the solution containing the boronic ester intermediate 2-(2-chlorophenyl)-N-[3- {[(dimethylamino)methylidene]sulfamoyl}-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]acetamide (300 mg, 594 pmol), 2-bromo-4-(trifluoromethyl)pyridine (296 mg, 1.31 mmol) and potassium fluoride (76.0 mg, 1.31 mmol) were added under argon atmosphere. The solution was purged with argon for 5 minutes and bis(tri-tert25 butylphosphine)palladium(0) (CAS 53199-31-8) (16.7 mg, 32.7 pmol) was added. Thesolution was purged again with argon and the reaction was heated at 80°C for 3h. Afterwards the mixture was filtered over Celite, the solvent was removed under reduced pressure and the crude was purified by chromatography on silica gel (Biotage, hexane I ethyl acetate) to yield 150 mg (44percent yield).LC-MS (Method B): R1 = 1.17 mm; MS (ESIpos): m/z = 525 [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, 175205-81-9, 2-Bromo-4-(trifluoromethyl)pyridine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); 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. 153034-86-7, name is 2-Chloro-4-iodopyridine, molecular formula is C5H3ClIN, 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: 153034-86-7

Preparation of 2-Chloro-N-(3-nitrophenyl)pyridine-4-amine To a degassed (15 min, N2) suspension of 2-chloro-4-iodopyridine (3.0 g, 12.53 mmol), 3-nitroaniline (1.82 g, 13.18 mmol), BINAP (0.39 g, 0.626 mmol) and Cs2CO3 (8.16 g, 25.04 mmol) in toluene (72 mL) was added Pd(OAc)2 (0.084 g, 0.374 mmol). The reaction tube was sealed and the mixture stirred at 90 C. for 18 h. The mixture was cooled to rt and filtered, washing with EtOAc. The orange/yellow solid collected was washed with CH2Cl2 until all the product washed through into the filtrate. The filtrate was concentrated to afford 2-Chloro-N-(3-nitrophenyl)pyridine-4-amine as a bright yellow solid. Additional product was collected from the solid collected upon concentration of the previous filtrate, after washing with CH2Cl2. No further purification. Total amount of product collected was 2.85 g (91% yield).

With the rapid development of chemical substances, we look forward to future research findings about 153034-86-7.

Reference:
Patent; ALLERGAN, INC.; US2011/53905; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 78607-36-0, 2-Chloro-3-iodopyridine, 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, 78607-36-0, blongs to pyridine-derivatives compound. Product Details of 78607-36-0

General procedure: To 2-chloropyridine (1.1 mmol) in ethanol (5.0 mL) was added hydrazine hydrate (2 mL) dropwise at room temperature. The mixture was refluxed until completion as monitored by TLC. The reaction mixture was cooled, ethanol was removed by evaporation. Then, the residue was partitioned between ethyl acetate and water. The combined organic phase was dried over anhydrous sodium sulfate and concentrated to give the product, which was used for the following cyclization reaction without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78607-36-0, its application will become more common.

Reference:
Article; Liu, Lingfeng; Qiao, Chunhua; Shen, Bei; Xu, Yiwen; Tetrahedron Letters; (2020);,
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. 20173-24-4, name is 2-(Pyridin-3-yl)ethanamine, the common compound, a new synthetic route is introduced below. SDS of cas: 20173-24-4

General procedure: A microwave tube was charged with 6′-bromo-8′-chloro-2’H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione 3 (1.00 eq.), amine (1.00 eq.), Cs2CO3 (2.00 eq.), Pd2(dba)3 (0.10 eq.), xantphos (0.10 eq.) and 1,4-dioxane (4 mL). The reaction mixture was heated under microwave irradiation at 130 C for 30 min, concentrated under reduced pressure, and purified by flash column chromatography (silica gel, DCM ramping to DCM/CH3OH = 9:1) to yield the desired product.

The synthetic route of 20173-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdelaziz, Ahmed M.; Basnet, Sunita K.C.; Islam, Saiful; Li, Manjun; Tadesse, Solomon; Albrecht, Hugo; Gerber, Cobus; Yu, Mingfeng; Wang, Shudong; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2650 – 2654;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 17282-00-7, 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. 17282-00-7, name is 3-Bromo-5-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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.

Compound 154: 3-bromo-N-(5-chloro-2-methoxyphenyl)-5-methylpyridin-amine; 154 155156 157[0473] In a oven dried 50 mL round bottom flask were sequentially added 4-chloro-2- iodo-1-methoxybenzen (1.13 g, 4.2 mmol), 3-bromo-5-methylpyridin-2-amine (945 mg, 5.05 mmol), Pd2(dba)3 (192 mg, 0.21 mmol), xantphos (146 mg, 0.06 mmol) and Na’BuO (605 mg, 6.3 mmol) at room temperature. The solid materials were kept under vacuum for5 min. and then refilled with nitrogen. This process was repeated thrice before adding dry, EPO degassed dioxane (10 mL). The heterogeneous mixture was stirred at room temperature for 15 min. and then at 1000C for Ih. Finally upon completion of the reaction, it was diluted with ether and filtered through a small pad of silica gel with several washings. All the washings and filtrate concentrated in vacuum and the crude residue was further purified by flash chromatography to provide title compound (1.16 g, 84%).

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 17282-00-7, 3-Bromo-5-methylpyridin-2-amine.

Reference:
Patent; TAKEDA SAN DIEGO, INC.; DAS, Sanjib; WO2007/44779; (2007); 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. 78607-36-0, name is 2-Chloro-3-iodopyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-3-iodopyridine

To a flame-dried flask were added Pd(PPh3)4 (10 mol %), Xantphos (10 mol %), Cs2CO3 (3 eq) and 2-chloro-3-iodopyridine (1.2 eq). Then, 3NI (1 eq) and DMF (0.15 M) were added to the reaction mixture under an N2 atmosphere. The reaction mixture was stirred for 10 min at room temperature, and then heated at 140 C. in a pre-heated oil bath for 24 h. After that, the reaction mixture was cooled to room temperature, diluted with CH2Cl2, filtered through a short pad of Celite, and washed with CH2Cl2. The combined organic extracts were concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel to provide the product DFE-3N-2 in 30% yield.

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, 78607-36-0, 2-Chloro-3-iodopyridine.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Zhu, Zhi-Qiang; (232 pag.)US2018/337345; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84249-14-9, 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. 84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, 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.

[00179] To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in acetic anhydride (240 mL) was added DMAP (0.0847 g, 0.694 mmol). The reaction mixture was allowed to stir at 140C for 3 h and then allowed to cool tort. Ice water was added and the pH of the mixture was adjusted to 8.5 by the addition of concentrated NFI4OH. The solid which precipitated was filtered, washed with cold water and hexanes, and dried to give N-(4-bromopyridin-2-yl)acetamide (13.3 g, 89%) as a white solid.

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 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; WONG, Tzu-Tshin; XU, He; XU, Tianlin; YE, Yingchun; WO2015/108861; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 791644-48-9, 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 791644-48-9, name is 2-Chloro-5-fluoronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 4a (50 g, 321.7 mmol) in 1-butanol (1 L) was added hydrazine monohydrate (150 mL, 3.2 mol) , and the mixture was refluxed for 4 h. The mixture was cooled to room temperature and concentrated. The precipitate was successively washed on filter with water (2x) and Et2O (2x) and dried in vacuo overnight to give compound 5a (44 g, 88percent) as a yellow solid. 1H NMR (DMSO-d6, 300 MHz) : delta 5.53 (s, 2H); 7.94 (dd, IH); 8.35 (dd, IH); 12.02 (s, IH).

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 791644-48-9, 2-Chloro-5-fluoronicotinonitrile.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/77086; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13534-99-1 ,Some common heterocyclic compound, 13534-99-1, molecular formula is C5H5BrN2, 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.

3-Bromopyridin-2-amine (30 g, 168 mmol) and ethoxycarbonyl isothiocyanate (24.8 g, 21.3 mL, 185 mmol) were dissolved in dioxane (300 mL) and stirred at room temperature. After 4 hours further ethoxycarbonyl isothiocyanate (1 mL, 8.4 mmol) was added. After 1 hour the solvent was evaporated and the residue dried in high vacuum for 12 hours. The title compound was obtained as a light yellow solid (51.2 g, 100%) and was used crude for the next step.MS ISP (m/e): 304.0/ 305.9 (100/ 73) [(M+H)+].1H NMR (CDC13, 300 MHz): delta (ppm) = 8.41 (m, 1H) 7.99-7.96 (m, 1H), 7.11-7.07 (m, 1H), 4.32 (q, 2H), 1.36 (t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13534-99-1, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAUMANN, Karlheinz; FLOHR, Alexander; GOETSCHI, Erwin; GREEN, Luke; JOLIDON, Synese; KNUST, Henner; LIMBERG, Anja; LUEBBERS, Thomas; THOMAS, Andrew; WO2011/101304; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16867-03-1, 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. 16867-03-1, name is 2-Amino-3-hydroxypyridine, molecular formula is C5H6N2O, 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.

Carbonyldiimidazole (600 mmol) was added in several batches to a solution of 2-aminopyridin-3- ol (400 mmol) in tetrahydrofuran (600 ml) and the reaction was heated at reflux for 1 h. The mixture was concentrated and the residue was diluted with dichloromethane (500 ml). The solution was extracted with 1.5 N sodium hydroxide (3 x 200 ml). The pH of the aqueous layer was adjusted to 5 with 2 N hydrochloric acid and the precipitaed solids were collected by filtration to provide oxazolo[4,5-b]pyridin- 2(3H)-one in 79% yield as a grey solid.

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 16867-03-1, 2-Amino-3-hydroxypyridine.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem