Category: pyridine-derivatives

Reference of 573675-27-1 , The common heterocyclic compound, 573675-27-1, name is 3-Amino-5-bromopicolinonitrile, molecular formula is C6H4BrN3, 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.

Step 2A mixture of compound K2 (1 g, 5.05 mmol) and sodium acetate (829 mg, 10.1 mmol) in formic acid (50 mL) was stirred at reflux overnight, and then concentrated. Sodium hydroxide (3M) was added to the residue; the mixture was stirred for 10 min and filtered. The solid was washed with water and resuspended in hydrochloride (3M), stirred for another 10 min. The solid was collected and dried to give compound K3 (0.8 g). MS for K3: m/e = 226 and 228 (M+l).

The synthetic route of 573675-27-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Wen-Lian; HE, Shuwen; WALSH, Shawn, P.; CUMMING, Jared, N.; (70 pag.)WO2016/118404; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 19798-77-7, 4-Amino-3-chloropyridine, 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: 4-Amino-3-chloropyridine, blongs to pyridine-derivatives compound. name: 4-Amino-3-chloropyridine

In a second step, the first step of the product 2- [1- (2-methylbutyl) -1H-indol-3-yl] acetic acid was added to dichloromethane(20 mL) and stirred at room temperature. EDCI (1.27 g) (10g) wasstirred for 10 min, and the organic phase was added to saturated brine(10 mL), and the mixture was stirred at room temperature for 3 h.The organic phase was separated by column chromatography and eluted with ethyl acetate-petroleum ether (1: 3) to giveN- (3-chloropyridin-4-yl) -2- [1- (Methylbutyl) -1H-indol-3-yl] acetamide (1.4 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19798-77-7, 4-Amino-3-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Jiangong; Guo Ying; Xu Chengbo; Ba Mingyu; Chen Minghua; Chen Qing; Zhu Chenggen; Tang Ke; Jiang Jiandong; Guo Jiamei; Guo Qinglan; Lin Sheng; Yang Yongchun; (44 pag.)CN107174581; (2017); A;,
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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. 19524-06-2, name is 4-Bromopyridine hydrochloride, molecular formula is C5H5BrClN, 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: 19524-06-2

General procedure: In a 10-mL glass tube were placed halide (1.0mmol); 2-formylphenyl or 2-pyridyl MIDA boronate (1.5mmol) or allyl MIDA boronate; K2CO3 (3.0 mmol); Pd EnCat30(6mol%); and ethanol/H2O (4:1v/v) or water, and a magnetic stir bar. The vessel was sealed with a septum and placed into the microwave cavity. The temperature was ramped from rt to 120C or 135C. Once the reaction temperature was reached, the reaction mixture was held at this temperature for 10-18 min. After the mixture was allowed to cool to room temperature, the reaction vessel was opened and the contents were poured into a separating funnel. Water and ethylacetate (3×10mL) were added. The combined organics were dried over Na2SO4, filtered, and concentrated in vacuo. The organic residue was adsorbed onto silicagel, and then purified by column flash chromatography (hexane = ethyl acetate as eluent) to afford the desired product 1a-x. The biaryls, bipyridines, or allylphenols prepared are known compounds. [23-45] The products were confirmed by comparing the 1H NMR and mass spectral data with authentic samples reported in the literature.

With the rapid development of chemical substances, we look forward to future research findings about 19524-06-2.

Reference:
Article; Da Silva, Joaquim F. M.; Yepes Perez, Andres F.; De Almeida, Natalia P.; Synthetic Communications; vol. 45; 17; (2015); p. 1995 – 2004;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 66521-66-2, 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 66521-66-2 as follows.

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 °C 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

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66521-66-2, its application will become more common.

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 66572-56-3, name is 2-Bromoisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Bromoisonicotinic acid

At 20 C,5.0 g of 2-bromopyridine-4-carboxylic acid (24.9 mmol, 1.0 eq), 4.46 g of CuCN (49.8 mmol, 2.0 eq), 50 mL of DMF was added to a 100 mL single-mouth bottle, replaced with nitrogen three times, and heated in an oil bath at 120 C for 18 h. The heating was stopped, cooled to room temperature, and most of the DMF was removed by rotary evaporation, poured into water, extracted with EA 200 mL three times, and the organic phase was washed twice with 50 mL of water and 20 mL of saturated sodium chloride. The organic phase is dried and dried to give a crude product. 2.0g crude product as a white solid after recrystallization from methanol,Yield: 54.2%.

With the rapid development of chemical substances, we look forward to future research findings about 66572-56-3.

Reference:
Patent; Jinan Shaoyuan Pharmaceutical Co., Ltd.; Shaoyuan Science And Technology (Shanghai) Co., Ltd.; Wang Haibo; Pan Tingting; Zheng Yan; (7 pag.)CN109836379; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 80194-68-9, 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. 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid. A new synthetic method of this compound is introduced below.

(1) Add 1 g (1 mmol) of 3-chloro-5-trifluoromethylpicolinic acid and 5 ml of a solvent to a 50 ml single-neck round bottom flask,Add a few drops of the DMF mixture and stir for 10 min.Slowly add a mixture of 0.675 g (1.2 mmol) of oxalyl chloride and DCM. After the dropwise addition, stir at room temperature for 3 h and stop the reaction.The system was spin-dried to obtain intermediate 2;

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; Guizhou University; Xu Fangzhou; Wu Jian; Luo Dexia; Guo Shengxin; He Feng; Zhang Renfeng; Chen Shunhong; (29 pag.)CN110526863; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1597-32-6, 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. 1597-32-6, name is 2-Amino-6-fluoropyridine. A new synthetic method of this compound is introduced below.

To a solution of 4-cyanothiazole-2-carboxylic acid 15(30.0mg, 0.19 mmol) and N-methylmorpholine(60.0 muL, 0.53 mmol) in THF (5.0 mL) at -78C, isobutyl chloroformate (28.0 muL, 0.21 mmol) was added. The mixture was stirred at -5 C for 1 hour and a solution of2-amino-6-fluoropyridine (92.0 mg, 0.82 mmol) in THF (2.0 mL) was added. The mixture was stirred at room temperature overnight. The subsequent solution wasconcentrated under reduced pressure, extracted with H2O/ethylacetate and washed with HCl 1M. The combined organic layer was dried over Na2SO4, concentrated under reduced pressure and purified by column chromatography on silica gel using (hexane/ ethyl acetate = 3:1,) to afford N-(6-fluropyridin-2-yl)-4-cyanothiazole-2-carboxamide 6ce (20.0 mg, 41%) as pale yellow solid: 1H-NMR (400 MHz, CDCl3) delta 9.44 (s, 1H), 8.28 (s, 1H), 8.16-8.13 (dd, J = 7.80, J= 1.76, 1H), 7.91-7.85 (dd, J = 8.00, J = 16.0, 1H), 6.79-6.76 (dd, J= 8.00, J = 2.35, 1H). 13C-NMR(100 MHz, CDCl3) delta 164.5, 163.3, 160.9, 156.0,148.2, 148.1, 143. 6, 143.5, 135.8, 127.8, 112.8, 110.8, 110.77, 106.0, 105.7.LC/MS (ESI-) 246.9 (M-H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1597-32-6, 2-Amino-6-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Article; Vu, Hoang Nam; Kim, Ji Young; Hassan, Ahmed H.E.; Choi, Kihang; Park, Jong-Hyun; Park, Ki Duk; Lee, Jae Kyun; Pae, Ae Nim; Choo, Hyunah; Min, Sun-Joon; Cho, Yong Seo; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 140 – 144;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 83004-13-1, 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 83004-13-1, name is 2-Bromo-6-ethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

b 2-Bromo-6-ethyl-pyridine 1-oxide To a solution of 2-bromo-6-ethyl-pyridine (15.4 g, 82.8 mmol) (S. G. Davies and M. R. Shipton, J. Chem. Soc., Perkin Trans. 1, 1991, 3, 501) in acetic acid (15 ml) was added peracetic acid (26 ml of a 39percent solution) maintaining T<50° C. After complete addition the mixture was stirred at 50° C. for 5 hr and then cooled to room temperature (rt). Crushed ice (40 g) was added and the pH was adjusted to pH 12 with 40percent aqueous KOH solution. After extraction with CHCl3 (6*60 ml) the combined organic phases were dried (Na2CO3) and evaporated to give 20.0 g (>100percent) of the title compound, MS: m/e=201 (M+) as a yellow oil.

According to the analysis of related databases, 83004-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene; US2003/119870; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, 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, Product Details of 717106-69-9, blongs to pyridine-derivatives compound. Product Details of 717106-69-9

General procedure: To a solution of 1,4-dibromobutane (4.88g, 22.5mmol) and methyl 2-(6-chloropyridin-3-yl)acetate (2.79g, 15.0mmol) in THF (150mL) was added a 1.0M solution of LHMDS in THF (18.8mL, 18.8mmol) dropwisely at 0C. The reaction mixture was stirred at rt for 2.0h, then was added a 1.0M solution of LHMDS in THF (18.8mL, 18.8mmol) slowly at rt. The reaction mixture was stirred at rt overnight, quenched with brine, and extracted with ethyl acetate (30mL, 3×). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The resulting residue was purified by column chromatography with pre-packed silica gel disposable column to afford the title compound 2a (2.26g, 63%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Dehui; Zheng, Hongchao; Wang, Xiaodong; Tetrahedron; vol. 72; 16; (2016); p. 1941 – 1953;,
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. 68470-59-7, name is 2-(Bromomethyl)-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 68470-59-7

(2.0 g, 11.35 mmol), potassium carbonate (2.4 g, 17.03 mmol) and Ib (2.2 g, 11.92 mmol) were added to DMF (20 mL), respectively, and stirred overnight at room temperature.The reaction was poured into water and extracted with EtOAc (100 mL x 2).The organic phase was washed with water and saturated brine, and dried over sodium sulfate.After filtration, the filtrate was concentrated and separated by column chromatography (EtOAc / Pet. Ether, 1/10 to 1/4, v / v) to give the product as pale white solid 1c (1.6 g, 50%)

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, 68470-59-7, 2-(Bromomethyl)-6-methylpyridine.

Reference:
Patent; Suzhou Xiangshi Pharmaceutical Development Co., Ltd; Bu, Xianyong; Yuehan, Fuchuier; Andongni, Kuzubi; Wu, Leguang; Liu, Shiqiang; (30 pag.)CN105985322; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem