Day: January 22, 2021

Reference of 94446-97-6, 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. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. A new synthetic method of this compound is introduced below.

Under argon and in anhydrous medium, the aminocompound 3 (340 mg, 1.25 mmol) was dissolved in DMF (10 mL). At 0 C, 60% NaH (73 mg, 1.5 mmol) was added slowly. The mixture was stirred for 30 min at 0 C. Then, 2-bromo3-bromomethylpyridine (Rebek et al., 1985) (380 mg, 1.5 mmol) in DMF (10 mL) was added. The mixture was stirred 4 h at room temperature. The solvent was removed in vacuo, and the residue was quenched with H2O (25 mL). The aqueous mixture was extracted with ethyl acetate (20 mL), and the combined organic extract was washed several times with H2O, then dried over MgSO4. After concentration under reduced pressure, the crude mixture was purified by flash chromatography over silica gel (eluent: petroleum ether, ethyl acetate, 1:1) to give compound 4 as a white solid (347 mg, 64%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94446-97-6, its application will become more common.

Reference:
Article; Boutin, Jean A.; Bouillaud, Frederic; Janda, Elzbieta; Gacsalyi, Istvan; Guillaumet, Gerald; Hirsch, Etienne C.; Kane, Daniel A.; Nepveu, Francoise; Reybier, Karine; Dupuis, Philippe; Bertrand, Marc; Chhour, Monivan; Le Diguarher, Thierry; Antoine, Mathias; Brebner, Karen; Da Costa, Herve; Ducrot, Pierre; Giganti, Adeline; Goswami, Vishalgiri; Guedouari, Hala; Michel, Patrick P.; Patel, Aakash; Paysant, Jerome; Stojko, Johann; Viaud-Massuard, Marie-Claude; Ferry, Gilles; Molecular Pharmacology; vol. 95; 3; (2019); p. 269 – 285;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 865156-48-5, 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. 865156-48-5, name is 7-Bromoimidazo[1,5-a]pyridine, molecular formula is C7H5BrN2, 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.

Synthesis of 7-bromoimidazo[1,5-a]pyridine-1-carbaldehyde. A solution of 7-bromoimidazo[1,5-a]pyridine (7.5 g, 38.1 mmol) in dry DMF (10 mL) was cooled with ice bath to 0-5 C. Phosphorus oxychloride (8.76 g, 57.1 mmol, 1.5 eq) was added dropwise at this temperature, and then the reaction mixture wassubsequently stirred at 100 C. for 2 h. After the reaction was completed, the reaction mixture was cooled to RT and poured into saturated aqueous sodium bicarbonate (200 mL) and kept stirring for another 2 h. The solution was extracted with ethyl acetate (200 mL*3). The combined organic phases were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuum to afford a residue which was purified by silica gel chromatography (petroleum ether/ethyl acetate=1/1) to afford 7-bromoimidazo[1,5-a]pyridine-1-carbaldehyde (5.5 g, 64%) as a yellow solid. ESI-MS [M+H]+: 224.9.

According to the analysis of related databases, 865156-48-5, the application of this compound in the production field has become more and more popular.

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

Adding a certain compound to certain chemical reactions, such as: 70298-88-3, 2,2-Dimehtyl-N-pyridin-3-yl-propionamide, 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, Safety of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide, blongs to pyridine-derivatives compound. Safety of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide

Step 2 To a solution of 2,2-dimethyl-N-pyridin-3-yl-propionamide (3.0 g, 17.0 mmol) in dry THF (50 mL) was added t-BuLi in pentanes (28.0 mL, 1.5 M in pentanes) dropwise at -78 C. After the addition, the reaction was stirred at -50 C. for 1 hr. Then benzaldehyde (2.17 g, 20.5 mmol) was added at -78 C. The mixture was allowed to warm to room temperature and stirred overnight. The mixture was quenched with chilly saturated NH4Cl (60 mL) and extracted with EA (60 mL*3). The organic layers were washed with brine (100 mL), dried over anhydrous Na2SO4 and concentrated to give crude product, which was purified by silica gel column (PE) to afford N-[4-(hydroxy-phenyl-methyl)-pyridin-3-yl]-2,2-dimethyl-propionamide (1.60 g, yield: 33%) as a yellow solid. 1H NMR (300 MHz , CDCl3): delta=9.34 (s, 1H), 8.73 (brs, 1H), 8.25 (d, J=4.8 Hz, 1H), 7.36-7.28 (m, 5H), 7.05 (d, J=5.2 Hz, 1H), 5.89 (s, 1H), 1.31 (s, 9H) .

The synthetic route of 70298-88-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanford-Burnham Medical Research Institute; The Royal Institution for the Advancement of Learning / McGill University; The Government of the United States of America as Represented by the Secretary of the Department of; RONAI, Ze’ev; PINKERTON, Anthony B.; FENG, Yongmei; TOPISIROVIC, Ivan; BROWN, Kevin; HASSIG, Christian A.; (155 pag.)US2018/44324; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 18437-58-6, Adding some certain compound to certain chemical reactions, such as: 18437-58-6, name is 4-Amino-2-picoline,molecular formula is C6H8N2, 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 18437-58-6.

General procedure: To a slurry of 6?-bromo-8?-methyl-2?H-spiro[cyclohexane-1,3?-imidazo[1,5-a]pyridine]-1?,5?-dione (12) and aromatic aminederivatives (1.2 eq) in 1,4-dioxane was added Cs2CO3 (3 eq). Themixture was stirred at room temperature for 20 min under nitrogen.To the mixture was then added Pd(OAc)2 (0.1 eq) and Xantphos(0.2 eq). After stirred at room temperature for additional 20 minunder nitrogen, the mixture was heated at 95 C for 12 h undernitrogen. The mixture was concentrated in vacuo, added with water,stirred and filtered. The filter cake was dried and purified by flashcolumn chromatography.

According to the analysis of related databases, 18437-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
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. 126553-00-2, name is 6-Ethylpyridin-3-amine, the common compound, a new synthetic route is introduced below. Recommanded Product: 126553-00-2

c) A mixture of 5-amino-2-ethylpyridine (17.6 g) and diethyl ethoxymethylenemalonate (23.25 g) was heated on a steam bath for 2.5 hours. The mixture was cooled in ice. The solid formed was ground up in petroleum ether, b.p. 60-80 C. and then filtered to give diethyl 2-(6-ethyl-3-pyridylaminomethylene)malonate, m.p. 55-57 C.

The synthetic route of 126553-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Knoll Aktiengesellschaft; US5780482; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98198-48-2, 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. 98198-48-2, name is 2-Amino-5-bromo-4-methylpyridine, 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.

A solution of 2-amino-5-bromo-4-methylpyridine (1 g, 5.4 mmol) and 2,5-dihydroxytetrahydrofuran (2.8 g, 27 mmol) in acetic acid (10 mL) was heated at 90 C in a sealed tube for 2 h. The reaction mixture was concentrated and the residue was purified by silica gel chromatography using 4: 1 hexanes/ethyl acetate, providing 14a (900 mg, 71 % yield) as a light yellow oil.

According to the analysis of related databases, 98198-48-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; WO2005/63756; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1150617-54-1, 6-Bromo-1H-pyrazolo[4,3-b]pyridine, 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, Safety of 6-Bromo-1H-pyrazolo[4,3-b]pyridine, blongs to pyridine-derivatives compound. Safety of 6-Bromo-1H-pyrazolo[4,3-b]pyridine

A solution of 6-bromo-1H-pyrazolo[4,3-b]pyridine (29) (330mg, 1.52 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (30) (378 mg, 1.82 mmol), PdCl2(dppf)-CH2Cl2 (61.9 mg, 80 mol) and K2CO3 (628mg, 4.54 mmol) in 1,4-dioxane:water (15 mL, 2:1, v) in a microwave tube was flushed with N2 for 5min then sealed. The tube was heated at 80 C for 2 h. Then the reaction mixture was evaporated todryness. The residue was purified by flash chromatography to give 31 (260 mg, 86% yield); LC-MSm/z (ESI) found (M + H)+ 200.0 (M + H)+; 1H-NMR (400 MHz, DMSO-d6) delta13.29 (s, 1H), 8.80 (s, 1H),8.36 (s, 1H), 8.24 (s, 1H), 8.07 (s, 2H), 3.90 (s, 3 H).

The synthetic route of 1150617-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Yan; Liu, Hongchun; Zhang, Zhen; Wang, Ruifeng; Liu, Tongchao; Wang, Chaoyun; Ma, Yuchi; Ai, Jing; Zhao, Dongmei; Shen, Jingkang; Xiong, Bing; Molecules; vol. 22; 4; (2017);,
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. 66521-66-2, name is 4-(Pyridin-3-yl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below., Quality Control of 4-(Pyridin-3-yl)pyrimidin-2-amine

General procedure: Reactions were carried out with 4-(pyridin-3-yl)pyrimidin-2-amine 1 (0.50 mmol), aldehyde 2 (0.50 mmol) and malonate 3 (5 mmol) in the presence of catalyst III or IV (10 molpercent) at 50 ¡ãC and stirred for 48h. After completion of the reaction (as observed by TLC), the crude product was purified by preparative TLC (GF254 silica gel: hexane/EtOAc = 7/1), giving the target chiral product

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, 66521-66-2, 4-(Pyridin-3-yl)pyrimidin-2-amine.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Lu, Jiali; Ai, Lina; Xue, Jing; Wu, Qin; Journal of Chemical Research; vol. 42; 8; (2018); p. 428 – 433;,
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 87407-12-3, name is 3-(Trifluoromethyl)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-(Trifluoromethyl)picolinic acid

Example 122; N- [3- ({2-[ (cyclopropylcarbonyl) amino] imidazo [1, 2-a] pyridin-6- yl}oxy) phenyl] -3- (trifluoromethyl) pyridine-2-carboxamide; To a solution of 3- (trifluoromethyl)pyridine-2-carboxylic acid (47.5 mg, 0.249 mmol) in tetrahydrofuran (5 mL) were addedN,N-dimethylformamide (2 drops) and oxalyl chloride (43.2 muL, 0.498 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, the residue was dissolved in N,N-dimethylacetamide (6 mL) , and the solution was stirred at room temperature. N- [6- (3- Aminophenoxy) imidazo [1, 2-a]pyridin-2-yl] cyclopropanecarboxamide (66 mg, 0.214 mmol) was added thereto, and the mixture was stirred at room temperature for 3 days. The reaction mixture was diluted with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (0%-?-100% ethyl acetate-hexane) to give the title compound (72.5 mg, 70%) as a white solid. 1H-NMR (DMSO-d6,400 MHz) delta 0.74 – 0.85 (4H, m) , 1.87 – 1.98 (IH, m) , 6.81 (IH, dd, J = 8.3, 2.4 Hz), 7.12 (IH, dd, J = 9.7, 2.3 Hz), 7.32 – 7.40 (2H, m) , 7.48 (IH, d, J = 9.5 Hz), 7.54 (IH, d, J = 8.1 Hz), 7.80 (IH, dd, J = 8.3, 4.9 Hz), 8.07 (IH, s) , 8.38 (IH, d, J = 7.8 Hz), 8.61 (IH, d, J = 2.2 Hz), 8.91 (IH, d, J = 4.4 Hz), 10.78 (IH, s) , 10.99 (IH, s) .

With the rapid development of chemical substances, we look forward to future research findings about 87407-12-3.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/150015; (2008); 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. 18368-63-3, name is 2-Chloro-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 18368-63-3

Example 92-((1H-indol-3-yl)methyl)-9-(6-methylpyridin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one a) 9-(6-methylpyridin-2-yl)-2-((1-tosyl-1H-indol-3-yl)methyl)-2,9-diazaspiro[5.5]undecan-1-one; The mixture of 2-((1-tosyl-1H-indol-3-yl)methyl)-2,9-diazaspiro[5.5]undecan-1-one (50 mg, 0.077 mmol, contains 1.7 moleq TFA), 2-chloro-6-methylpyridine (13 mul, 0.116 mmol), Pd2 dba3 (3.6 mg, 3.9 mumol), sodium t-butanolate (22.3 mg, 0.23 mmol), 2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline (DavePhos, 3.1 mg, 7.8 mumol) and dry dioxane (1 ml) was placed in a microwave tube and flushed with argon. The tube was sealed and the suspension was heated at 100 C. for 1 h under microwave conditions. The reaction mixture was diluted with ethyl acetate and washed with water and brine and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting brown oil was purified by flash chromatography (EtOAc/hexane 1:1) to yield 34 mg (80%) of the title compound [LCMS RtD=2.85 min, [M+H]+=543.2].

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, 18368-63-3, 2-Chloro-6-methylpyridine.

Reference:
Patent; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; OFNER, Silvio; PANDIT, Chetan; ROY, Bernard Lucien; US2012/101110; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem