Day: April 8, 2022

Related Products of 59146-67-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 59146-67-7 as follows.

5,6-Dimethylpicolinic acid: 5,6-dimethylpicolinonitrile (example 91b) was refluxed in concentrated HCl (15 mL) overnight. The solvent was evaporated and the solid residue was co-evaporated several times with EtOH. Drying provided 453 mg of 5,6-Dimethylpicolinic acid (80%) as a white solid. MS (M+H, 152.1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59146-67-7, its application will become more common.

Reference:
Patent; Tachdjian, Catherine; Patron, Andrew P.; Adamski-Werner, Sara L.; Bakir, Farid; Chen, Qing; Darmohusodo, Vincent; Hobson, Stephen Terrence; Li, Xiaodong; Qi, Ming; Rogers, Daniel Harry; Rinnova, Marketa; Servant, Guy; Tang, Xiao-Qing; Zoller, Mark; Wallace, David; Xing, Amy; Gubernator, Klaus; US2005/84506; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, 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.

In a 10 mL reaction tube, a PTFE magnet is placed in a nitrogen atmosphere.Add 0.3 mmol of 2-hydroxy-3-amino-5-methylpyridine, 2.4 mmol of S8,2.1 mmol 2-bromo-3,3,3-trifluoropropene, 0.9 mmol sodium bicarbonate,0.2 mmol azobisisoheptanenitrile, 0.2 mmol of pinacol borate,4.5 mL of N,N-dimethylformamide, stirred for 15 h in a 100 C closed system,Extract three times with ethyl acetate, combine the organic phases, and wash with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, the organic solvent is removed by rotary evaporation;The obtained crude product was eluted with n-pentane and ethyl acetate.Separated by silica gel column chromatography6-Methyl-2-(2,2,2-trifluoroethyl)oxazolo[5,4-b]pyridine (yield 41%).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fuzhou University; Weng Zhiqiang; Li Zhengyu; Dong Jingnan; (17 pag.)CN110105300; (2019); 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. 14916-63-3, name is 6-Nitropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H5N3O2

Copper (II) chloride (5.8 g) and t-butylnitrite (6.1 ml) were stirred in THF (150 ml) under argon and heated to 65 C. 2-Amino-6-nitropyridine (Shurko, O. P., Mamaev, V. P., Chem Heterocycl Comp, 26, 1990,1 47-52; 5 g, 36 mmol) was added portionwise. The reaction was stirred at 65 C. for 1 hour then allowed to cool to room temperature. EtOAc (200 ml) was added and the organic layer was washed with 2M HCl, water and dried. Volatile material was removed by evaporation to give a sticky orange solid which was triturated with hexane to give the title compound (3.4 g) as a brown/orange solid. NMR: 7.8 (d, 1H), 8.6 (d, 1H), 9.2 (s, 1H).

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, 14916-63-3, 6-Nitropyridin-2-amine.

Reference:
Patent; AstraZeneca AB; US6689909; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1839-17-4, 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. 1839-17-4, name is N4-Methylpyridine-3,4-diamine, molecular formula is C6H9N3, 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.

The solution of N4-methylpyridine-3,4-diamine (2.5 g, 20.3 mmol) in acetic anhydride (25 mL) was refluxed overnight. Then acetic anhydride was evaporated under reduced pressure and 1 N hydrochloride acid was added. Then the mixture was extracted with dichloromethane (50 mL×3). The aqueous layer was neutralized with sodium bicarbonate, and extracted with dichloromethane (50 mL×3). The organic layers were concentrated to give the title compound (1.9 g, yield 64%). LC-MS (ESI) m/z: 148 (M+1)+. 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.64 (s, 3H), 3.74 (s, 3H), 7.23-7.24 (d, J=5.2 Hz, 1H), 8.39-8.41 (d, J=5.2 Hz, 1H), 8.98 (s, 1H).

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19346-44-2, Adding some certain compound to certain chemical reactions, such as: 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine,molecular formula is C6H5FN2O2, 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 19346-44-2.

[0261] A solution of ferf-butyl piperazine-l -carboxylate (7.75 g, 41.6 mmol), 2-fluoro-5- methyl-3-nitropyridine (5 g, 32.0 rnmol) and K2CO.3 (13.28 g, 96 mmol) in ACN (80 mL) was stirred at RT overnight. The reaction mixture was filtered with suction and the solvent removed under reduced pressure to give the title product which was used without further purification. -MS m/z [M+Hf 323.2.

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. 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 639091-75-1, 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 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 69.9 (42 g, 166.5 mmol, 1 eq) in THF (800 mL) was added LiA1H4 (12.64 g, 333 mmol, 2 eq) portion-wise at 0 C under N2. The mixture was stirred at 0 C for 1 hour, then heated to 18 C and stirred at 18 C for 14 hours. The reaction mixture was quenched by addition of 8% NaOH (15 mL), filtered and then diluted with H20(1000 mL) and extracted with EtOAc (500 mL x 3). The combined organic layers were washed with brine (1000 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate=2: 1) to give compound 69.8 (15 g, 67 mmol, 40% yield) as a white solid. ?HNMR (400 MFIz, DMSO-d6) & 1.47 (s, 9 H), 4.50 (d, J=5.70 Hz, 2 H), 5.40 (t,J=5.92 Hz, 1 H), 6.89 – 6.99 (m, 1 H), 7.81 (s, 1 H), 8.14 (d, J=5.70 Hz, 1 H) and 9.71 (s, 1 H) ppm.

According to the analysis of related databases, 639091-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CORTEXYME, INC.; LYNCH, Casey C.; KONRADI, Andrei; GALEMMO, JR., Robert A.; (218 pag.)WO2018/209132; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256810-26-0, 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. 1256810-26-0, name is 6-Bromo-3-methoxypicolinic acid. A new synthetic method of this compound is introduced below.

3.3 mmol of oxalyl chloride are added to a solution of 1 ml of dimethyl sulphoxide in 10 ml of dichloromethane at -60C. The mixture is stirred at -60C until the evolution of gas subsides. A solution of the solid in 10 ml of dichloromethane is added dropwise at -60C. The reaction mixture is stirred at -30C for 30 minutes, again cooled to -60C, and 8.8 mmol of triethyl- amine are added. The mixture is stirred at room temperature for 30 minutes. Water and dichloromethane are added, the phases are separated, and the aqueous phase is extracted with dichloromethane (3x). It is evaporated, mixed with toluene, dried with sodium sulphate and evaporated. The crude title compound is identified by means of the Rf.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256810-26-0, 6-Bromo-3-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2007/31558; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 51173-05-8, 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. 51173-05-8, name is 5-Fluoro-2-hydroxypyridine. A new synthetic method of this compound is introduced below.

5-Fluoro-2-methoxypyridin-3 -amine a) 5-Fluoro-3-nitropyridin-2-olA mixture of concentrated sulphuric acid (1 mL) and fuming nitric acid (1 mL) was added dropwise to a stirred, cooled (ice-bath) mixture of 5-fluoropyridin-2-ol (1 .20 g, 10.6 mmol) and concentrated sulphuric acid (2.7 mL). The mixture was warmed to ambient temperature and then heated to 85 C. After 2 hours, the mixture was cooled and poured onto ice-water. The precipitate was filtered and dried to give the title compound (0.72 g, 43%) as a yellow solid.LRMS (m/z): 157 (M-1 )+.1H NMR delta (300 MHz, DMSO-d6): 8.28 (s, 1 H), 8.67 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51173-05-8, its application will become more common.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2012/160030; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6622-91-9, 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.6622-91-9, name is 2-(Pyridin-4-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, molecular weight is 173.5969, as common compound, the synthetic route is as follows.

Example 27 N-(trans-4-{[(5-nitro-2-{[2-(trifluoromethoxy)benzyl]amino}pyrimidin-4-yl)amino]methyl}cyclohexyl)-2-pyridin-4-ylacetamide A mixture of N4-[(trans-4-aminocyclohexyl)methyl]-5-nitro-N2-[2-(trifluoromethoxy)benzyl]-pyrimidine-2,4-diamine (50 mg, 0.11 mmol), 4-pyridylacetic acid hydrochloride (30 mg, 0.17 mmol), TBTU (56 mg, 0.17 mmol), and DIPEA (69 muL, 0.40 mmol) in a mixture of CH2Cl2 (1 mL) and DMF (0.1 mL) was stirred at room temperature for 16 h. The reaction mixture was then diluted with CH2Cl2 and washed with 1M Na2CO3 and water. The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel preparative TLC using 95:5 CH2Cl2:MeOH as an eluent to afford 35 mg (55%) of the title compound as a white solid after washing the obtained product with diethyl ether, m/z 558.4 [M-1]+

Statistics shows that 6622-91-9 is playing an increasingly important role. we look forward to future research findings about 2-(Pyridin-4-yl)acetic acid hydrochloride.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2006/25433; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 905273-87-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 905273-87-2 as follows.

The compound 49.2 (24.0 g, 100 mmol, 1.0 eq) was dissolved in diethyl ether (200 mL) and cooled to -75 C. N, N-Diisopropyl amine (72 mL, 500 mmol, 5 eq.) and n-BuLi (200 ml, 500 mmol, 5.0 eq.) were added dropwise to the reaction mixture at -78 C. Reaction was stirred for 15 minutes at -78 C., then DMF (12 ml, 150 mmol, 1.5 eq.) was added at -78 C. and reaction was stirred for 1 h. After completion of the reaction, mixture was poured into water, quenched with 10% citric acid and extracted with diethyl ether. Organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure to obtain crude which is purified by column chromatography to furnish 49.3 (23.3 g, 86.8%). MS (ES): m/z 268.74 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,905273-87-2, its application will become more common.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem