Day: April 11, 2022

Application of 1000025-07-9, 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 1000025-07-9, name is Vadadustat. This compound has unique chemical properties. The synthetic route is as follows.

Vadadustat (4.0g), L-Proline (2.85g) and acetone (60mL) were charged in a RBF at 25±5C and the contents were heated to 60-65C and stirred for 60 minutes at 60-65C. The reaction mass was slowly cooled to 25±5C and maintained under stirring at 25±5C for 16 hours. The product obtained was filtered, washed with acetone (8 mL) and dried under vacuum for 16 hours at 40C. The solid obtained was identified as 1 :2 co-crystal of Vadadustat L-Proline. Yield: 6.1 g

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 1000025-07-9, Vadadustat.

Reference:
Patent; MYLAN LABORATORIES LIMITED; JETTI, Ramakoteswara Rao; PILLI, Narasimha Murty; PATHURI, Srinivasarao; GOLIVI, Ramamohana Rao; JAYACHANDRA, Sureshbabu; (36 pag.)WO2020/75199; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59713-58-5, 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. 59713-58-5, name is Ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate, molecular formula is C10H8ClNO2S, 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.

REFERENCE EXAMPLE 11 4-Chlorothieno[2,3-b]pyridine-5-carboxylic acid A mixture of ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate (800 mg, 3.31 mmol) [Khan, M. A.; Guarconi, A. E., J. Heterocyclic Chem., 14, 807 (1977)] in 15 mL of ethanol and 5 mL of 2.5 N sodium hydroxide is heated at reflux for 90 minutes. The mixture is cooled to 0C and the pH is adjusted to 4 by the addition of 2 N hydrochloric acid. The mixture is stirred at room temperature and the resulting precipitate is collected by filtration and washed with water to provide 250 mg of 4-chlorothieno[2,3-b]pyridine-5-carboxylic acid as a white solid, mp 172-174 C.; 1H NMR (DMSO-d6) delta7.62 (d, J=6 Hz, 1H), 8.14 (d, J=6 Hz, 1H), 8.94 (s, 1H); MS 212.0 (M-H)-. Analysis for C8H4ClNO2S: Calcd: C, 44.98; H, 1.89; N, 6.56 Found: C, 44.99; H, 2.14; N, 6.43.

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 59713-58-5, Ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate.

Reference:
Patent; Wyeth; US2004/242883; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 891855-87-1, 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.891855-87-1, name is 4-Amino-2-ethylaminopyridine, molecular formula is C7H11N3, molecular weight is 137.18, as common compound, the synthetic route is as follows.

0.94 g of the compound described under INT12) is dissolved in 50 ml 1-propanol. 1.85 g of the compound described under INTT5) is added and it is stirred for 4 hours under reflux. After cooling, the reaction mixture is filtered. After purification by chromatography on silica gel, the solid substance yields 1.48 g of title compound as pH-dependent 5-(E/Z)-isomer mixture. 1 H-nMR (DMSO-d6, stored over K2CO3, main isomer): delta=1.13 (t, 3H); 1.26 (t, 3H); 3.24 (pentuplet, 2H); 4.25 (q, 2H); 4.72 (d, 1H); 5.28 (d, 1H); 5.39 (d, 1H); 5.90-6.07 (m, 1H); 6.25 (d, 1H); 6.44 (dd, 1H); 6.49 (t, 1H); 7.85 (d, 1H); 8.13 (s, 1H); 10.47 (s, 1H) ppm.

Statistics shows that 891855-87-1 is playing an increasingly important role. we look forward to future research findings about 4-Amino-2-ethylaminopyridine.

Reference:
Patent; Schulze, Volker Klaus; Eis, Knut; Wortmann, Lars; Kosemund, Dirk; Prien, Olaf; Siemeister, Gerhard; Hess-Stumpp, Holger; Eberspaecher, Uwe; Brittain, Dominic E.A.; Islam, Imadul; US2007/15759; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 142896-15-9, Methyl 2,6-dimethylisonicotinate, 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, Computed Properties of C9H11NO2, blongs to pyridine-derivatives compound. Computed Properties of C9H11NO2

General procedure: Compound 100: 3-(2,6-Dimethyl-pyridin-4-yl)-3-oxo-propionitrile. Compound 100 was obtained according to general procedure VII(ii) starting from compound 99. Compound 100 was used in the next step without further purification. M/Z (M+H)+ = 175.2. Method (ii): Under anhydrous condition, to a solution of acetonitrile (2.0 equiv.) in THF (c=0.4 mol.L-1) cooled at -78C, BuLi (1.6N in hexane – 2 equiv.) was added dropwise. The reaction mixture turned light beige. The mixture was stirred for 1 hour at -78C, then the acid derivative (acid chloride or ester – 1.0 equiv.) was added dropwise. The reaction mixture was stirred at -78C for 1 hour, after which time it was allowed to warm to 0C and hydrolysed with AcOH. The reaction mixture was concentrated, dried under reduced pressure at 50C with P2O5 for 18 hours.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,142896-15-9, Methyl 2,6-dimethylisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Domain Therapeutics; Mayer, Stanislas; Schann, Stephan; EP2666775; (2013); 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. 67938-76-5, name is (5-Chloropyridin-2-yl)methanamine, molecular formula is C6H7ClN2, 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. name: (5-Chloropyridin-2-yl)methanamine

To a mixture of A-l (2.00 g, 14.03 mmol) in THF (30 mL) was added TFAA (4.42 g, 21.05 mmol), then the mixture was stirred at 20 °C for 16 hours. The mixture was concentrated and the resulting residue was diluted with 0 (50 mL), and extracted with EtOAc (100 mL x 2). The combined organic phase was washed with sat. Na2C03 (30 mL), water (50 mL) and brine (50 mL), dried over Na2S04, filtered and concentrated to give A-2 (3.10 g, 12.99 mmol) as a solid. 1H NMR (400MHz, CDC13) = 8.54 (d, 1H), 7.85 – 7.60 (m, 2H), 7.25 (d, 1H), 4.63 (d, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 67938-76-5.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (141 pag.)WO2018/98491; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 880870-13-3, 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 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 5-bromo-2-chloro-4-methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 min. Al this point, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 0C for 12 h under nitrogen atm. The reaction mixture was cooled to ambient temperature, filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate / hexanes to afford the product. 1H NMR (500 MHz, DMSO-^), delta 8.69 (s, IH), 7.50 (s, IH), 4.04 (s, 3H); LC/MS (M+l)+ – 168.96; tR – 2.05 min

According to the analysis of related databases, 880870-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; TEUMELSAN, Nardos, H.; YANG, Lihu; ZHU, Yuping; WALSH, Shawn, P.; WO2010/129379; (2010); A1;,
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 1079054-78-6, name is 5-Amino-6-methylpicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1079054-78-6

Step B: 5-chloro-6-methylpicolinonitrile (3)A solution of 5-amino-6-methylpicolinonitrile (2) (260 mg, 1.95 mmol), CuCl (290 mg, 2.93 mmol) and t-BuONO ( 456 mg, 3.9 mmol) in CH3CN (10 mL) was stirred at room temperature under 2 for 2 h, and then warmed to 60C. After 2h, 10 mL 6N HCl was added and extracted with EA (3×10 mL). The organic phase was dried with anhydrous Na2S04, filtered and concentrated. The residue was purified by Prep-TLC using PE/ EtOAc = 1/1 to give title compound as oil.

With the rapid development of chemical substances, we look forward to future research findings about 1079054-78-6.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; MCCOMAS, Casey, C.; REGER, Thoma, S.; QI, Changhe; WO2014/150114; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53710-18-2 , The common heterocyclic compound, 53710-18-2, name is 3,5-Diiodopyridine, molecular formula is C5H3I2N, 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.

GammaAlpha1 6-Chloro-2-(5-iodo-3-pyridyl)-3,4-dihvdroisoquinolin-l-one A mixture of 6-chloro-3,4-dihydro-2H-isoquinolin-l-one (intermediate A-1, 380 mg, 2 mmol), 3,5-diiodopyridine (1.192 g, 3.6 mmol), Cul (152 mg, 0.8 mmol), (IS, 2S)- cyclohexane-l,2-diamine (182.4 mg, 1.6 mmol) and K3PO4 (848 mg, 4 mmol) in dioxane (5 mL) was heated to reflux temperature for 3 hours. After cooling to room temperature, the mixture was poured into satd. aq. NaHC03 solution (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layers were washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product, which was then purified by silica gel flash chromatography to afford the title compound (350 mg, 46%) as a white solid. MS: 385.1 (M+H+).

The synthetic route of 53710-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt E.; CHEN, Junli; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; LI, Dongbo; MAERKI, Hans Peter; MARTIN, Rainer E.; MAYWEG, Alexander; TAN, Xuefei; WU, Jun; YU, Jianhua; (109 pag.)WO2016/55394; (2016); A1;,
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. 6515-09-9, name is 2,3,6-Trichloropyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H2Cl3N

To i-97 (30.0 g, 164 mmol, 1.00 eq.) in MeOH (300 mL)MeONa (10.9 g, 279 mmol, 1.70 equivalents) was added to the solution.The mixture was stirred at 70 C for 12 hours.The mixture was concentrated. Ethyl acetate (300 mL) and water (100 mL) were then added to the residue. The two phases were separated and the aqueous phase was extracted with ethyl acetate (2×100 mL).The combined organics were dried over anhydrous Na2SO4 filtered and concentrated. The residue was purified by silica gel column chromatography to give a solid.I-98 (22.7 g, 127 mmol) was used directly in the next step.

The synthetic route of 6515-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chuanru Pharmaceutical Corporation; R ·C·huoli; P ·yibulaxin; A ·P·fute; J ·R·gewoer; (117 pag.)CN108779119; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 920966-03-6, Adding some certain compound to certain chemical reactions, such as: 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid,molecular formula is C8H5ClN2O2, 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 920966-03-6.

To a solution of carboxylic acid 14 in methylene chloride under an atmosphere of nitrogen was added 1.5 equivalents of oxalyl chloride followed by catalytic amount of dimethylformamide. The reaction was stirred for 18 hours before the addition of an excess of methanol. After 2 hours stiffing the reaction was evaporated to dryness to give the title compound 15 as an off-white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.87 (s, 3H) 6.62-6.63 (m, 1H) 7.68-7.69 (m, 1H) 8.68-8.70 (m, 1H) 12.37 (s, 1H).

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. 920966-03-6, 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Helicon Therapeutics, Inc.; US2012/95016; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem