Day: June 21, 2021

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. 104408-24-4, name is 6-Hydrazinylnicotinonitrile, molecular formula is C6H6N4, 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. Safety of 6-Hydrazinylnicotinonitrile

General procedure: To a solution of 2-hydrazinylpyridine (2, 0.5?mmol) in EtOH (5?mL) was added the corresponding isothiocyanate (3, 0.6?mmol) slowly at room temperature. After the total consumption of the substrate 2 (indicated by TLC), the reaction mixture was treated with iodine (140?mg, 0.55?mmol) and K2CO3 (138?mg, 1?mmol) in sequence, and then stirred at room temperature until TLC indicated the disappearance of the addition intermediate 4. Upon the completion of the reaction, it was quenched with 5% Na2S2O3 (5?mL), diluted with brine (10?mL) and then extracted with CH2Cl2 (enriched 5% MeOH, 4?*?10?mL). The combined organic layer was dried over anhydrous Na2SO4, concentrated, and then purified through silica gel column chromatography using a mixture of EtOAc/petroleum ether (PE) or MeOH/EtOAc as the eluent to afford the product 1.

With the rapid development of chemical substances, we look forward to future research findings about 104408-24-4.

Reference:
Article; Jiao, Shufeng; Wang, Zhen; Zhao, Qiongli; Yu, Wenquan; Chang, Junbiao; Tetrahedron; vol. 74; 24; (2018); p. 3069 – 3073;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52718-95-3, Adding some certain compound to certain chemical reactions, such as: 52718-95-3, name is Methyl 2-bromonicotinate,molecular formula is C7H6BrNO2, 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 52718-95-3.

Intermediate [1-B] (1.5 eq), methyl-2-bromoicotinate (1.1 eq), CuI (0.03 g), K2CO3 (2.0 eq), and L-Proline (0.04 eq) were dissolved in toluene (0.1 M) and stirred at a temperature of 130 i for 12 hours. After the reaction mixture was cooled to room temperature, and an organic layer was dried by using magnesium sulfate and concentrate, and column chromatography was used to obtain Intermediate [1-C] (yield: 59%).

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. 52718-95-3, Methyl 2-bromonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Display Co., Ltd.; KANG, Sunwoo; JEON, Sangho; CHO, Youngmi; (80 pag.)US2020/168817; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 614750-81-1, 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. 614750-81-1, name is [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde. A new synthetic method of this compound is introduced below.

(b) 1-(6-Methyl-pyridin-2-yl)-2-[1,2,4]triazolo[1,5-a]pyridin-6-yl-ethanone To a solution of [1,2,4]triazolo[1,5-a]pyridine-6-carbaldehyde (3 g, 20 mmol; see subpart (a) above) and [(6-methyl-pyridin-2-yl)-phenylamino-methyl]-phosphonic acid diphenyl ester (8.8 g, 20 mmol; prepared from 6-methyl-pyridine-2-carboxaldehyde (Aldrich-Sigma, St. Louis, Mo.) according to Tetrahedron Lett. 39:1717-1720 (1998)) in a mixture of THF (40 mL) and iPrOH (10 mL) was added Cs2CO3 (8.6 g, 26 mmol) and the mixture was stirred at room temperature for overnight. A solution of 3N HCl (30 mL) was added dropwise to the above mixture and stirred for 1 hour. It was then diluted with MTBE (methyl t-butyl ether) and extracted with 1N HCl twice. The aqueous extracts were neutralized with ca. 50percent KOH until pH 7-8 was reached and precipitates formed. The precipitates were collected, washed with water, and dried to yield 1-(6-methyl-pyridin-2-yl)-2-[1,2,4]triazolo[1,5-a]pyridin-6-yl-ethanone as an off white solid (2.9 g). The filtrates were extracted with EtOAc and dried over MgSO4 and concentrated. The residue was recrystallized with iPrOH/H2O to yield more desired product (0.6 g). ESP+, m/e 253. 1H NMR (CDCl3, 300 MHz), delta 8.6 (s, 1H), 8.29 (s, 1H), 7.87 (d, 1H), 7.72 (t, 1H), 7.70 (d, 1H), 7.53 (dd, 1H), 7.36 (d, 1H), 4.61 (s, 2H), 2.66 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,614750-81-1, [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Lee, Wen-Cherng; Sun, Lihong; Shan, Feng; Chuaqui, Claudio; Zheng, Zhongli; Petter, Russell C; US2006/63809; (2006); 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. 85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate, molecular formula is C10H17NO2, 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: 85838-94-4

To a solution of N-Boc-1,2,3,6-tetrahydropyridine (3.63 g, 21.0 mmol) in 40 niL of dichloromethane was added 3-chloroperoxybenzoic acid (2.75 g, 15.0 mmol). The reaction was stirred at room temperature for 4 h, then washed 3x with saturated aqueous potassium carbonate and once with brine. The solution was dried over sodium sulfate, filtered, and concentrated in vacuo to provide crude fert-butyl 7-oxa-3-azabicyclo[4,1.0]heptane-3-carboxylate that gave a proton NMR spectra consistent with theory.

With the rapid development of chemical substances, we look forward to future research findings about 85838-94-4.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; CHANG, Ronald, K.; GRESHOCK, Thomas, J.; WO2011/25851; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 136888-79-4, 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 136888-79-4, name is 2-Fluoro-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of DIPEA (54.0 mL, 385 mmol) in THF (1101 mL, 385 mmol) at – 60 C was added BuLi, 2.5 M in hexanes (154 mL, 385 mmol) over 5 minutes such that the internal temperature was maintained below – 60 C. After stirring for 45 minutes at -65 C a solution of 2-fluoro-5-methoxypyridine (49 g, 385 mmol) in 200 mL of THF was added over the course of 2 minutes maintaining an internal temperature < -65 C. The reaction was stirred at -70 C for 1.5 hours then reaction was poured into a 3 L flask containing 1200 g of crushed dry ice. The reaction was allowed to warm to 0 C and then poured into 1000 mL of water. The organics were removed under reduced pressure and the aqueuous layer was acidified with 1100 mL of 2 N HC1. The resulting thick white slurry was stirred for 1 hour then filtered to provide 2-fluoro-5-methoxynicotinic acid 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 136888-79-4, 2-Fluoro-5-methoxypyridine. Reference:
Patent; AMGEN INC.; DINEEN, Thomas; WEISS, Matthew; PATEL, Vinod F.; ZHENG, Xiao Mei; WHITE, Ryan; WO2012/109165; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 90902-84-4, Adding some certain compound to certain chemical reactions, such as: 90902-84-4, name is 2,5-Dibromopyridin-3-amine,molecular formula is C5H4Br2N2, 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 90902-84-4.

A solution of 1.78 g (25.80 mmol) of sodium nitrite in 3.5 mL of water is added dropwise at -5 C. to a solution of 6.50 g (25.80 mmol) of 2,5-dibromopyridin-3-ylamine and 15 mL of concentrated HCl (180.62 mmol) in 15 mL of water and the mixture is stirred for 30 minutes. At 0 C., 11.41 mL (77.41 mmol) of hexafluorophosphoric acid (60% in water) is added and the mixture is stirred for 1 hour at 0 C. The diazonium salt formed is filtered off, washed with cold water, isopropanol, and diethyl ether, and dried in vacuo in the desiccator. PE (boiling range 100 C.-140 C.) is heated to 90 C., the diazonium salt is added batchwise and the mixture is stirred until no further development of gas can be detected. The reaction mixture is cooled to RT, made alkaline with saturated sodium carbonate solution, and the aqueous phase is exhaustively extracted with TBME. The combined organic phases are washed with saturated sodium carbonate solution and water and dried over magnesium sulfate. After the desiccant and solvent have been eliminated, the residue is dissolved in DCM, filtered through silica gel, and the filtrate is evaporated down in vacuo. Yield: 3.30 (51% of theoretical); C5H2Br2FN (M=254.883); calc.: molpeak (M+H)+: 253/255/257 (2 Br); found: molpeak (M+H)+: 253/255/257 (2 Br); Rf value: 0.63 (silica gel, PE/EtOAc 9:1).

According to the analysis of related databases, 90902-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/245529; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 85838-94-4, 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 85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a 1 L flask, with a large stir bar, is added tert-butyl 5,6-dihydropyridine-1(2H)-carboxylate (24.15 g, 132 mmol) and DCM (440 mL). The vessel is cooled in an ice/water bath and 3-chloroperoxybenzoic acid (45.5 g, 264 mmol) is added in one portion. After stirring for 30 min at 0 C., the cooling bath was removed and the mixture was allowed to stir for 24 h. To the suspension was added aqueous sodium metabisulfite (10%, 200 mL), water (100 mL) and DCM (200 mL) and was then stirred vigorously for 10 min. The organic layer is separated, washed with aqueous 1 N NaOH (3×200 mL), brine (200 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to yield the title compound.

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 85838-94-4, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate.

Reference:
Patent; BAO, JIANMING; GAO, XIAOLEI; KNOWLES, SANDRA L.; LI, I, CHUNSING; LO, MICHAEL MAN-CHU; MAZZOLA, Jr., ROBERT D.; ONDEYKA, DEBRA L.; STAMFORD, ANDREW W.; ZHANG, FENGQI; (214 pag.)US2017/183342; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 105596-63-2, 2-Methoxyisonicotinic acid, 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, Quality Control of 2-Methoxyisonicotinic acid, blongs to pyridine-derivatives compound. Quality Control of 2-Methoxyisonicotinic acid

General procedure: To a solution of acid (1 equiv.) inanhydrous DMF (0.18 M) was added EDCIHCl (1 equiv.), and HOBt (1 equiv.)successively in a sealed tube. The mixture was stirred at rt for 30 min.Carboximidamide (1 equiv.) was added in one portion and the reaction wasplaced in a pre-heated 130 C oil bath and continued to stir overnight. Waterwas added to quench the reaction and the mixture was extracted with EtOAc.The combined organic phase was washed with saturated aqueous sodiumbicarbonate solution, water, saturated aqueous sodium chloride, and dried overanhydrous Na2SO4. The organic phase was concentrated in vacuum and theresidue was subjected to silica gel chromatography to give the targetoxadiazole compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105596-63-2, 2-Methoxyisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Yue, Xuyi; Dhavale, Dhruva D.; Li, Junfeng; Luo, Zonghua; Liu, Jialu; Yang, Hao; Mach, Robert H.; Kotzbauer, Paul T.; Tu, Zhude; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1011 – 1019;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6313-54-8, 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. 6313-54-8, name is 2-Chloroisonicotinic acid. A new synthetic method of this compound is introduced below.

Preparation 13. 2-Chloroisonicotinic acid, 2,2-dimethyl-propyl ester. 2-Chloroisonicotinic acid (2.0 g, 13 mmol) was suspended in 50 mL dry CH2Cl2 and treated with oxalyl chloride (3.5 mL, 5.0 g, 39 mmol) plus 3 drops DMF. The mixture was stirred for 4 h, the volatiles removed in vacuo and the residue taken up in 50 mL CH2Cl2. After cooling to 0 C. and treating with neopentyl alcohol (1.7 ml, 1.4 g, 16 mmol), Et3N (2.5 mL, 1.8 g, 18 mmol) was added in portions. The mixture was warmed to 25 C., stirred for 15 h, washed sequentially with 15 mL H2O, 15 mL saturated aqueous NaHCO3, and 15 mL brine, then dried (Na2SO4), filtered, and concentrated in vacuo to give 2.4 g (80%) of 2-chloroisonicotinic acid, 2,2-dimethyl-propyl ester as an oil, used without additional purification: 1H NMR (300 MHz, CDCl3) delta 8.56 (d, J=5.6 Hz, 1H), 7.88 (s, 1H), 7.78 (d J=5.0 Hz, 1H), 4.06 (s, 2H), 1.05 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6313-54-8, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; US2011/54173; (2011); 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. 15862-33-6, name is 3-Bromo-2-hydroxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 15862-33-6

Into a 1000 ml 3-necked round bottom flask, was placed 3-bromo-5-nitropyridin-2-ol (30 g, 137.61 mmol, 1.00 equiv). To this was added POBr3 (50 g). To the mixture was added 1,4-dioxane (500 ml). The resulting solution was allowed to react, with stirring, for 2 hours while the temperature was maintained at 110 degrees C. The reaction progress was monitored by TLC (EtOAc/PE=1:10). The crude was worked up and used for next step.

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, 15862-33-6, 3-Bromo-2-hydroxy-5-nitropyridine.

Reference:
Patent; Synta Pharmaceuticals Corp.; Chen, Shoujun; Bohnert, Gary; Jiang, Jun; Xia, Zhiqiang; (151 pag.)US9604978; (2017); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem