Day: April 8, 2022

Adding a certain compound to certain chemical reactions, such as: 33252-28-7, 6-Chloronicotinonitrile, 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 33252-28-7, blongs to pyridine-derivatives compound. Product Details of 33252-28-7

6-(5-methyl-1H-1,2,4-triazol-1-yl)pyridine-3-carboxylic acid 2-Chloro-5-cyanopyridine (1.5 g) is dissolved in hydrazine (6 mL) at r.t. and an exothermic reaction occurs and a solid precipitate forms. Water is added and the solid is filtered off washing with water and is dried by suction to give the hydrazine intermediate. The hydrazine is suspended in acetic acid (7 mL) and N-((dimethylamino)methylene)acetamide [made from acetamide and DMF-dimethylacetal by procedure in US2007/0111984A1] (700 mg) is added and heated at 90 C. for 5.5 h. Additional N-((dimethylamino)methylene)acetamide (200 mg) is added and the mixture is heated at 90 C. for 3 h. After cooling and concentrating the residue is purified by chromatography on silica gel eluting with 0% to 100% ethyl acetate/hexane to give the intermediate nitrile. The nitrile is dissolved in MeOH (10 mL) and 4 M NaOH (2 mL) is added and heated at 65 C. for 16 h. The mixture is neutralized with 6 M HCl, concentrated, and then acidified to pH 2 with 6 M HCl. The precipitate is filtered off washing with water and dried by suction to give the title compound. LC (method 20): tR=1.53 min; Mass spectrum (APCI): m/z=205 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33252-28-7, 6-Chloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil J.; HARRIOTT, Nicole; US2013/143892; (2013); 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 10273-89-9, name is 2-(o-tolyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(o-tolyl)pyridine

General procedure: A 10 mL Schlenk tube was charged with CoBr2 (6.6 mg, 0.03mmol), 1,3-diisopropyl-1H-benzimidazol-3-ium bromide (L4; 8.5mg, 0.03 mmol), 4-methoxy-N-[(1E)-1-phenylethylidene]aniline(1a, 67.6 mg, 0.30 mmol), 1-chlorooctane (2a, 76.5 muL, 0.45 mmol), and THF (0.69 mL). A 1.92 M solution of t-BuCH2MgBr inTHF (0.31 mL, 0.60 mmol) was added dropwise at 0 C, and themixture was stirred at r.t. for 6 h. The reaction was quenched by theaddition of 3 M aq HCl (1.0 mL), and the mixture was stirred at r.t.for 1 h, then extracted with EtOAc (3 × 10 mL). The organic layerswere combined, dried (MgSO4), and concentrated under reduced pressure. The crude product was purified by chromatography [silicagel, hexane-EtOAc (40:1)].

With the rapid development of chemical substances, we look forward to future research findings about 10273-89-9.

Reference:
Article; Gao, Ke; Yamakawa, Takeshi; Yoshikai, Naohiko; Synthesis; vol. 46; 15; (2014); p. 2024 – 2039;,
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 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Imidazo[1,2-a]pyridine-2-carboxylic acid

To a solution of 23-1 (O.lg, 0.7mmol) in EtOH (15ml) in a dried flask was added Pt2O (O. Ig, 0.4mmol). The reaction mixture was placed under a nitrogen atmosphere and was subsequently evacuated. This was repeated 3 times before placing the reaction mixture under an atmosphere of hydrogen. After 3h the reaction mixture was filtered through celite. Upon solvent removal the desired product 23-2 was obtained as an off-white powder. MS calculated M+H: 167.2, found 167.1

With the rapid development of chemical substances, we look forward to future research findings about 64951-08-2.

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 92992-85-3, 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 92992-85-3 as follows.

To 2-bromo-3,5-dimethylpyridine (204 muL) were added (R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester (350 muL),tris(dibenzylideneacetone)dipalladium(0)(73.8 mg),rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (100.4 mg),tert-butoxy sodium (232.4 mg) and toluene (4 mL) and the mixture was stirred at 120c for 7 hr. The reaction mixture was cooled and filtered through celite. The filtrate was concentrated and the obtained residue was purified by column chromatography (hexane:ethyl acetate)to give the title compound (459 mg). MS(APCI)m/z:292 (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,92992-85-3, its application will become more common.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); 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. 1214336-41-0, name is Methyl 5-bromo-3-chloropicolinate, the common compound, a new synthetic route is introduced below. Computed Properties of C7H5BrClNO2

NaBH4 (18.24g, 480.Ommol) was added portion wise to a stirred solution of methyl 5-bromo-3-chloro-picolinate (20g, 80.Ommol) in dry THF (200mL) and MeOH (200m1) at 0C and stirred for 6 h at RT. TheRM was slowly quenched with water (500mL) and extracted with EtOAc (3x200mL). The organic layerwas washed with brine (300mL),then dried (Na2SO4), filtered and evaporated the solvent in vacuo to give(5-bromo-3-choropyridin-2-yl)methanol (16g,crude), as a thick liquid. The crude was taken into next step.

The synthetic route of 1214336-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 917760-91-9, 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 917760-91-9, name is 3-(5-Fluoropyridin-2-yl)acrylic acid hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 10b (E)-3-(5-fluoropyridin-2-yl)acrylic acid methyl ester A mixture of (E)-3-(5-fluoropyridin-2-yl)acrylic acid hydrochloride (10 g), sulfuric acid (2.0 mL) and methanol was stirred at room temperature for 17 hours and then at 50 C. for 4 hours. The mixture was cooled to 0 C. and the pH of the solution adjusted to 8-9 by the addition of 1.0 M aqueous sodium hydroxide solution. The resulting precipitate was collected by filtration, washed with water and dried to afford title compound as a white solid, 9.0 g. 1H NMR (DMSO-d6): delta 3.75 (s, 3H), 6.85 (dd, J=0.6, 15.7 Hz, 1H), 7.70 (d, J=15.7 Hz, 1H), 7.80-7.90 (m, 2H), 8.65 (d, J=2.9 Hz, 1H). MS: ESI (+ve) (Method B): 182 (M+H)+, Retention time 2.8 min.

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 917760-91-9, 3-(5-Fluoropyridin-2-yl)acrylic acid hydrochloride.

Reference:
Patent; Hynd, George; Ray, Nicholas Charles; Finch, Harry; Middlemiss, David; Cramp, Michael Colin; Blaney, Paul Matthew; Williams, Karen; Griffon, Yan; Harrison, Trevor Keith; Crackett, Peter; US2009/163534; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 112110-07-3 ,Some common heterocyclic compound, 112110-07-3, molecular formula is C6H5F3N2, 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.

Dissolve the amine obtained in Step 2 (380 mg, 2.35 mmol), pyridine (371 mg, 4.7 mmol) in DCM (8 mL), cool to 0 C. in ice bath. Add slowly phenyl chloroformate (403 mg, 2.35 mmol). After addition, stir the reaction at 0-5 C. for 2 hrs. Pour the mixture into water (50 mL), adjust pH to neutral with 1M HCl solution, extract with EtOAc (15 mL*3). Combine the organic layers; wash with brine (100 mL), dry over anhydrous Na2SO4, and concentrate under reduced pressure to get the crude product. Purification by chromatography (silica gel, EtOAc_PE=15:85) affords the target compound (390 mg, 59%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112110-07-3, its application will become more common.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71670-70-7 ,Some common heterocyclic compound, 71670-70-7, molecular formula is C7H9Cl2N, 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 1: 3-[1-(4-Bromo-benzyl)-3-tert-butylsulfanyl-5-(6-fluoro-quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester To 3-[1-(4-Bromo-benzyl)-3-tert-butylsulfanyl-5-hydroxy-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester (C-3; 0.25 g, 0.48 mmol) in DMF (2 mL) was added 2-chloromethyl-5-methyl-pyridine hydrochloride (0.13 g, 0.72 mmol), Cs2CO3 (0.39 g, 1.21 mmol), and catalytic tetrabutylammonium iodide. The reaction was stirred at room temperature overnight, after which LCMS showed the reaction was complete. The reaction mixture was partitioned between EtOAc and water, the aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The crude material was purified on silica gel (0 to 15% EtOAc in hexanes) to give an additional the desired product (E-1, 0.30 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71670-70-7, its application will become more common.

Reference:
Patent; Amira Pharmaceuticals, Inc.; US2007/105866; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 76102-92-6, Adding some certain compound to certain chemical reactions, such as: 76102-92-6, name is 2-Amino-N-(pyridin-3-yl)benzamide,molecular formula is C12H11N3O, 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 76102-92-6.

Example 11 To a solution of 397 mg of 2-morpholin-4-yl-1,3-oxazole-4-carboxylic acid and 450 mul of 4-methylmorpholine in 10 ml of THF was added 260 mul of isobutyl chloroformate under ice-cooling, followed by stirring at room temperature for 30 minutes. Under ice-cooling, a solution of 426 mg of 2-amino-N-pyridin-3-yl benzamide in 8 ml of THF was added thereto, followed by stirring at room temperature for 1 hour and at 60C overnight. The reaction mixture was concentrated under reduced pressure, water was then added thereto, and the precipitated solid was collected by filtration. This was suspended in ethanol, and 1.5 ml of a 4 M hydrogen chloride/EtOAc solution was added thereto, followed by stirring for 2 hours. The solid in the system was collected by filtration to prepare 250 mg of 2-morpholin-4-yl-N-[2-(pyridin-3-ylcarbamoyl)phenyl]-1,3-oxazole-4-carboxamide hydrochloride.

According to the analysis of related databases, 76102-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astellas Pharma Inc.; EP2206707; (2010); 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. 38923-08-9, name is Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate

Ethyl 6-nitroimidazo[l,2-alpha]pyridine-2-carboxylate (1.137 g, 4.83 mmol) and 10% Pd on C (200 mg) were suspended in EtOH (4 mL). The reaction mixture was stirred at room temperature under 1 atm of hydrogen for 18 h. It was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The resulting residue was purified by chromatography to afford ethyl 6-aminoimidazo[l ,2-alpha]pyridine-2-carboxylate as a green solid (478 mg, yield: 48%). 1H NMR (400 MHz, CDCl3): delta: 8.026 ( I H, s), 7.571 (2H, m), 6.91 1 (1 H, dd, J = 9.6 Hz, J2 = 2.0 Hz), 4.475 (2H, q, J = 7.2 Hz), 1 .438 (3H, t, J = 7.2 Hz).

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, 38923-08-9, Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; WO2008/100423; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem