Category: pyridine-derivatives

Reference of 153034-94-7 , The common heterocyclic compound, 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline, molecular formula is C6H5FIN, 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.

Preparation 18; 4-Benzo[¡ê]thiophen-7-yl-2-fluoro-5-methyl-pyridine; In a flask, combine 2-fluoro-4-iodo-5-methyl-pyridine (355 mg, 1.5 mmol), 2- benzo[¡ê]thiophen-7-yl-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane (282 mg, 1.8 mmol), [l,r-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1: 1) (61 mg, 0.07 mmol), 2-(di-tert-butylphosphino)biphenyl (13 mg, 0.04 mmol), sodium carbonate (2 M, 1.5 mL, 3 mmol) and THF (10 mL). Heat the mixture at 100 0C for 3 hours in an oil bath. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry over sodium sulfate. Concentrate in vacuo to a dark residue. Purify by column chromatography (20 % ethyl acetate in hexane) to afford the title compound (300 mg, 82 %) as yellow oil. MS (ES) m/z 244 [M+ 1]+.

The synthetic route of 153034-94-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); 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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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. SDS of cas: 6602-32-0

EXAMPLES; Example 1; 2-Bromo-3-hydroxy-6-iodopyridine; To a mixture of 14g of 2-bromo-3-hydroxypyridine (80.5 mmol), and 22.3g of K2CO3 (161 mmol) in 180 mL of water at room temperature was added 21. 0g of 12 (82. 7 mmol) in one portion. The mixture was stirred at room temperature for 2h then carefully neutralized with 3N HC1 (aq) to pH = 6. The solid was collected by vacuum filtration and washed with water (100 mL), 2M aqueous sodium bisulfite (50 mL), and water (100 mL). The solid was dried in vacuo to give 16. lg of 2-bromo-3-hydroxy-6-iodopyridine as a tan solid. IH NMR (300 MHz, MeOD) 5 7.57 (d, J=8.3Hz, 1H), 6.95 (d, J=8.3Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 6602-32-0.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/61458; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 53636-56-9, Methyl 3-bromo-2-pyridinecarboxylate, 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, name: Methyl 3-bromo-2-pyridinecarboxylate, blongs to pyridine-derivatives compound. name: Methyl 3-bromo-2-pyridinecarboxylate

A mixture of N-cyclohexyl-N-isobutyl-2-nitro-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaboro lan-2- yl)aniline (1 .0 g, 2.5 mmol), methyl 3-bromopicolinate (594 mg, 2.75 mmol), tetrakis (144 mg, 0.125 mmol) and K2C03 (1 .04 g, 7.5 mmol) in DMF (5 mL) and H20 (1 mL) was stirred at 90C under N2 atmosphere overnight. The resulting mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product which was purified by flash chromatography (silica gel, 0-100% EtOAc in PE) to afford the title compound (900 mg, 91 % yield). LCMS (ESI) m/z calcd for C22H27N304: 397.20. Found: 396.12 (M-1)”.

The synthetic route of 53636-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DE LA ROSA, Martha Alicia; KAZMIERSKI, Wieslaw Mieczyslaw; SAMANO, Vicente; (369 pag.)WO2018/116107; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1210419-26-3, 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.1210419-26-3, name is Methyl 6-bromo-5-fluoropicolinate, molecular formula is C7H5BrFNO2, molecular weight is 234.02, as common compound, the synthetic route is as follows.

In a sealed tube, a mixture of 2-[2,6-difluoro-4-(methylthio)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.00 g, 3.49 mmol), methyl 6-bromo-5-fluoropyridine-2-carboxylate (1.23 g, 5.24 mmol) and DIPEA (1.83 mL, 10.5 mmol) in a mixed solvent of 1,4-dioxane (15 mL) and water (0.51 mL) was stirred and flushed with nitrogen bubbles for 5 min. before bis(tri-tert-butylphosphine)palladium (360 mg, 0.70 mmol) was added. The reaction mixture was heated at 120 C. for 30 min. After cooling, the reaction mixture was filtered, and the filter was washed with THF. The filtrate was concentrated and then purified by silica gel column chromatography using CombiFlash (0 to 20% EtOAc in hexanes) to give the sub-title compound as powder (442 mg, 40%). LCMS calc. for C14H11F3NO2S (M+H)+: m/z=314.1. Found: 314.2.

The chemical industry reduces the impact on the environment during synthesis 1210419-26-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; INCYTE CORPORATION; Xue, Chu-Biao; Li, Yun-Long; Geng, Hao; Pan, Jun; Wang, Anlai; Zhang, Ke; Yao, Wenqing; Zhang, Fenglei; Zhuo, Jincong; US2014/200227; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1060811-62-2, Adding some certain compound to certain chemical reactions, such as: 1060811-62-2, name is 4,6-Dichloronicotinaldehyde,molecular formula is C6H3Cl2NO, 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 1060811-62-2.

Step B: 2-(4,6-difluoropyridin-3 -yl)-6-(trifluoromethyl)- 1 -H-benzimidazoleA solution of 4-(trifluoromethy)benzene-l ,2-diamine (250 mg, 1.419 mmol) in DMF (5.0 ml) and water (0.5 ml) was treated with the Intermediate from Step A (250 mg, 1.419 mmol) slowly and the mixture stirred at room temperature for 5 min. Potassium peroxymonosulfate (873 mg, 1.419 mmol) was then added and the mixture stirred for another 50 min. The mixture was poured slowly in 75 ml of water containing 6 ml (2 M K2CO3) and the mixture stirred at room temperature for 5 min. The mixture was diluted with EtOAc and the layers separated. The organic layer was dried (MgS04) and concentrated under vacuum. The resulting residue was then purification on the ISCO CombiFlash Companion (with a 24 g column) eluting with 20 to 40 percent ethylacetate / hexane gradient The desired fractions were concentrated to afford the title compound. LC-MS (ES> m/z) C13H6CI2F3N3: 332; Found: 332, 334, 336 [M, M+2.M+4].’HNMR (500 MHz, COCh, ppm) delta 7.58 (1H, s), 7.66 (1H, d, 8.5 Hz), 7.84 (1 H, d, 8.4 Hz), 8.08 (1H, s), 9.37 (1H, s).

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. 1060811-62-2, 4,6-Dichloronicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; BALKOVEC, James, M.; KRIKORIAN, Arto, D.; GUIADEEN, Deodial; YANG, Ginger; JIAN, Tianying; WU, Zhicai; YU, Yang; NARGUND, Ravi, P.; VACHAL, Petr; DEVITA, Robert, J.; HE, Shuwen; LAI, Zhong; BLEVIS-BAL, Radhika, M.; CERNAK, Timothy, A.; SPERBECK, Donald, M.; HONG, Qingmei; WO2012/96813; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71255-09-9, 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.71255-09-9, name is 2-Methoxynicotinaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.

General procedure: The ketone or aldehyde (0.72mmol) was added to a stirred solution of amine (0.63mmol, HCl salt) and acetic acid (0.68mmol) in 10mL DCE with ice cooling. After stirring for 10minat rt, sodium triacetoxyborohyride (1.26mmol) was added to the reaction mixture. After stirring at for 6h, the reaction mixture was diluted with dichloromethane (50mL), washed with saturated sodium bicarbonate solution, brine, dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by silica gel column chromatography to give the N-alkylated product.

The chemical industry reduces the impact on the environment during synthesis 71255-09-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ji, Yue-Yang; Lin, Sen-Dong; Wang, Yu-Jie; Su, Ming-Bo; Zhang, Wei; Gunosewoyo, Hendra; Yang, Fan; Li, Jia; Tang, Jie; Zhou, Yu-Bo; Yu, Li-Fang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 101 – 112;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one, 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, 69627-02-7, blongs to pyridine-derivatives compound. Application In Synthesis of Thieno[3,2-b]pyridin-7(4H)-one

[001237] (i) Production of 7-chlorothieno[3,2-b]pyridine[001238] A mixture of thieno[3,2-b]pyridin-7-ol (3.8 g, 25 mmol) and phosphorus oxychloride (18 g,120 mmol) was stirred at 1050C for 2 hr. The reaction mixture was added to ice water, and basified with8N aqueous sodium hydroxide solution. Ethyl acetate was added, the insoluble material was filtered off, and the filtrate was extracted with ethyl acetate. The collected organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane= 10/90- ?30/70), and the obtained solution was concentrated under reduced pressure to give the title compound (2.8 g, 66%) as a pale-yellow solid.[001239] 1H-NMR (DMSOd6, 300 MHz) delta 7.59 (IH, d, J = 5.1 Hz), 7.69 (IH, d, J = 5.5 Hz), 8.28(IH, d, J = 5.5 Hz), 8.67 (IH, d, J = 5.1 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69627-02-7, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANNO, Hiroshi; HIROSE, Masaaki; KURASAWA, Osamu; LANGSTON, Steven, P.; MIZUTANI, Hirotake; SHI, Zhan; VISIERS, Irache; VOS, Tricia, J.; VYSKOCIL, Stepan; WO2010/90716; (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. 100367-40-6, name is 2-Amino-5-bromo-4-methyl-3-nitropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H6BrN3O2

To a solution of 5-bromo-4-methyl-3-nitropyridin-2-amine (28 g, 121 mmol) in water (900 ml) was added H2S04 (28 ml) followed by NaN02 (20.91 g, 303 mmol) in water (100 ml) drop wise at 0C. The reaction mixture was slowly warmed to room temperature for 2h, the reaction mixture was heated at 100C for 4h. The solid formed in reaction mixture was filtered and dried to afford title compound as a pale yellow solid (24.0 g, 85 %); 1H NMR (400 MHz, DMSO-de) delta 12.97 (s, 1H), 8.01 (s, 1H), 2.21 (s, 3H); LC/MS: 233 (M+l)+.

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, 100367-40-6, 2-Amino-5-bromo-4-methyl-3-nitropyridine.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; BORUAH, Anima; CHITTY VENKATA, Srikanth; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; WO2014/125408; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 626-55-1, 3-Bromopyridine, 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, 626-55-1, blongs to pyridine-derivatives compound. Recommanded Product: 626-55-1

A mixture of 264 3-bromopyridine (0.38 mL, 4.0 mmol), 265 (4-methoxyphenyl)boronic acid (500 mg, 3.3 mmol), Pd(dppf)Cl2 (69 mg, 0.094 mmol), 105 K2CO3 (720 mg, 5.2 mmol), 31 dioxane (10 mL), and 18 water (5 mL), was bubbled with N2 for 1 min and then stirred at 110 C. for 12 h. After cooling to rt, the mixture was diluted with EtOAc, filtered through Celite, the filtrate washed with water, brine, dried (MgSO4), the solvent was removed by evaporation and the residue was purified (FCC, SiO2, 0-100% EtOAc/heptanes) to provide the 266 title compound (350 mg, 57%) as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 8.8 (d, 1H, J=2.1 Hz), 8.5 (q, 1H, J=1.2, 3.3 Hz), 7.85-7.81 (m, 1H), 7.55-7.50 (m, 2H), 7.35-7.26 (m, 1H), 7.04-6.99 (m, 2H), 3.86 (s, 1H). [M+H]=186.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,626-55-1, its application will become more common.

Reference:
Patent; Dart NeuroScience, LLC; Bookser, Brett; Botrous, Iriny; Branstetter, Bryan; Dyck, Brian; Weinhouse, Michael; US2019/177327; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1620-76-4, 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 1620-76-4, name is 4-Methylpicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

II-3-2: Synthesis of 4-methylpicolinic acid A solution of 0.80 g (6.8 mmol) of 2-cyano-4-methylpyridine dissolved in 10.0 g of sulfuric acid was stirred under heating at 120 C. for 2 hours and then cooled to 20 C. A solution of 4.00 g of sodium sulfite in 8 ml of water was dropwise added at 20 to 25 C., and heated at the same temperature for 1.5 hours, and further, at 75 to 85 C. for 1.5 hours. After cooling, sodium carbonate was added to adjust the pH to about 3, and the mixture was extracted with chloroform. After drying over anhydrous sodium sulfate, the extract was concentrated under a reduced pressure and the residue recrystallized from an ethyl acetate hexane mixture to give 0.50 g of crystals (yield 53.8%). m.p.: 127-128 C. IR (KBr): 3400, 3150, 2600, 2150, 1590, 1515 cm-1.

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 1620-76-4, 4-Methylpicolinonitrile.

Reference:
Patent; Shiseido Company, Ltd.; US5219847; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem