Day: February 10, 2021

Electric Literature of 13438-65-8, 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 13438-65-8 as follows.

A mixture of 2-aminonicotinamide (0.85 g, 6.20 mmol), mono-tert-butyl succinate (1.620 g, 9.30 mmol), HATU (3.54 g, 9.30 mmol) and TEA (1.728 mL, 12.40 mmol) in DMF was stirred at 60C for 20 h. The mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residual material was absorbed onto a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 0% to 60% 1M NH3-MeOH in DCM, to provide tert-butyl 4- ((3-carbamoylpyridin-2-yl)amino)-4-oxobutanoate (0.70 g, 2.386 mmol, 38.5 % yield) (including -30% unidentified compound) as a light-yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13438-65-8, its application will become more common.

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John L.; CHAKKA, Nagasree; DIMAURO, Erin F.; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Xin; WO2014/36022; (2014); 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. 30766-11-1, name is 5-Bromopicolinic acid, molecular formula is C6H4BrNO2, 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. Quality Control of 5-Bromopicolinic acid

Step A:5-bromopyridine-2-carboxylic acid (57, 1.0 g, 5.0 mmol)Dissolved in ethylene glycol dimethyl ether (12 mL) and water (4 mL),Add p-fluorophenylboronic acid (17, 1.0 g, 7.5 mmol)And anhydrous potassium carbonate (1.0 g, 7.5 mmol),Then tetrakis(triphenylphosphine)palladium (289 mg, 0.25 mmol) was added.The resulting mixture was stirred at 98 C for 24 hours under a nitrogen atmosphere.TLC analysis indicated that the reaction was over,The reaction solution was cooled to room temperature.Then add water (40 mL),The pH was adjusted to 2-3 with 6M hydrochloric acid.Filtered, the filter cake is dissolved in dichloromethane,The organic layer was washed with 20 mL of saturated sodium bicarbonate solution.Divide the water layer,The aqueous layer was adjusted to pH 2-3 with a 6M hydrochloric acid solution.Filter the solid,The filter cake is washed with water to neutrality.The filter cake was dried to give compound 61 (942 mg).Yield: 87.7%.

With the rapid development of chemical substances, we look forward to future research findings about 30766-11-1.

Reference:
Patent; Zhejiang Haizheng Pharmaceutical Co., Ltd.; Wang Haibo; Zheng Xiaohe; Cai Zhengjiang; Zheng Shan; Ye Zhengchun; Ma Huidan; Lin Haiming; (54 pag.)CN108623532; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 78607-36-0, 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 78607-36-0, name is 2-Chloro-3-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 2,3-dichloropyridine(1.00 g, 6.76 mmol) in DMSO (33.8 ml) was added CsF (2.053 g, 13.51mmol) at room temperature. The mixture was stirred at 110 C under air for 20h. The mixture was quenched with water at room temperature and extracted withEtOAc. The organic layer was separated, washed with water and brine, dried overNa2SO4 and concentrated in vacuo. The residue waspurified by column chromatography (silica gel, eluted with EtOAc in hexane) togive 3-chloro-2-fluoropyridine (0.639 g, 4.86 mmol, 71.9 %) as colorlessoil. Thecompound 3B’-8B’ were prepared in amanner similar to that described for 2B’.

According to the analysis of related databases, 78607-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Katoh, Taisuke; Tomata, Yoshihide; Tsukamoto, Tetsuya; Nakada, Yoshihisa; Tetrahedron Letters; vol. 56; 44; (2015); p. 6043 – 6046;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1072-97-5, 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 1072-97-5, name is 5-Bromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

In a 200 ml three-necked flask equipped with a stirrer and a thermometer, add 50 ml of a 48% hydrobromic acid solution, and dissolve 6.9 g (0.048 mol) of cuprous bromide in the hydrobromic acid solution.Slowly add 6 g (0.04 mol) of 2-amino-5-bromopyridine while maintaining the temperature in an ice-water bath at 0 C.Keep the temperature for 20 minutes, slowly add 10 ml of saturated sodium nitrite solution, and stir for 3.5 hours after the addition.The reaction was neutralized with 40% sodium hydroxide solution to pH = 7-8, and the product was distilled under reduced pressure with a yield of 64%.

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 1072-97-5, 5-Bromopyridin-2-amine.

Reference:
Patent; Changzhou Chuanyou Environmental Protection Technology Co., Ltd.; Ni Jun; (5 pag.)CN110759858; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 71902-33-5 , The common heterocyclic compound, 71902-33-5, name is 3,5-Difluoropyridine, molecular formula is C5H3F2N, 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;To a solution of 3,5-difluoropyridine (5.4 g, 46.8 mmol, 1 eq.) in MeOH (45 mL) was added NaOMe (7.5 g, 140.4 mmol). The mixture was divided into three microwave tubes and individually heated at 135 C. for 1 h in a microwave reactor. The three tubes were combined, concentrated, and diluted with a mixture EtOAc (100 mL) and brine (30 mL). The organic layer was dried over Na2SO4 and concentrated. The crude was re-dissolved in MeOH (45 mL) and added NaOMe (7.5 g, 140.4 mmol). The mixture was again divided into three microwave tubes and individually heated at 135 C. for 1 h in a microwave reactor. The three tubes were combined and concentrated. The crude was dissolved in a mixture of EtOAc (200 mL) and brine (30 mL). The organic layer was dried over Na2SO4, concentrated, and purified on silica gel using a mixture of EtOAc and hexanes as eluent to give 3,5-dimethoxypyridine (3.73 g, 57%) as an off-white solid. 1H NMR (400 MHz, CDCl3) delta 7.98 (d, J=2.4 Hz, 2H), 6.76 (t, J=2.4 Hz, 1H), 3.88 (s, 6H). LRMS (M+H+) m/z 140.1.

The synthetic route of 71902-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 605661-83-4, 2-Amino-4-chloronicotinic 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, Formula: C6H5ClN2O2, blongs to pyridine-derivatives compound. Formula: C6H5ClN2O2

A solution of 2-amino-4-chloronicotinic acid (1.0 g, 5.84 mmol), a catalytic amount of DMF and S0C12 (2.13 mL, 29.2 mmol) in 1 ,2-dichloroethane (12 mL) was heated at 80 C for 4 hours. The reaction mixture was concentrated under vacuum. A solution of the crude compound in diethyl ether and ammonia was stirred at room temperature for 15 h. The reaction mixture was concentrated under vacuum. The residue was dissolved in triethyl orthoformate and the resulting mixture was heated at 80 C for 16 h. The reaction mixture was again concentrated under vacuum and the crude was purified by column chromatography (silica gel, eluent dichloromethane/methanol 98:2) to afford 5- chloropyrido[2,3-d]pyrimidin-4(3H)-one (100 mg) as a yellow solid. MS (ESI) m/z: 182.31 [C7H4C1N30+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,605661-83-4, 2-Amino-4-chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; (223 pag.)WO2018/21977; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16179-97-8, 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. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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.

4.1 Synthesis of bis(2-carboxymethylpyridinium) hexafluorosilicate, (I) 2-Pyridineacetic acid hydrochloride (L1 ? HCl; 5.21 g, 0.003 mol) was dissolved in boiling methanol (250 mL) and to the obtained solution the fluorosilicic acid (FSA, 45%, 2.7 mL, molar ratio L1 ? HCl: FSA = 1: 3) was added. A reaction mixture stored at ambient conditions prior to the beginning of crystallization of the reaction product (6.50 g, 81.9%). Colorless transparent crystals with the composition (L1H)2[SiF6] (I). Anal. found, %: Si 6.87, N 7.31, F 29.48. Calcd. for C14H16F6N2O4S?: Si 7.18, N 7.18, F 29.22. Mass spectrum: [ML1]+¡¤ (m/z = 137, I = 42%). IR-spectrum: 3337, 3257, 3053, 3025 [nu(N+H)], 1729, 1717, 1683 [nu(C = ?), delta(N+H)], 737 [nu(SiF)], 482, 405 [delta(SiF2)]. 19F NMR (282 MHz, D2O): delta = -132.59 ppm (s, SiF62-).

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 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Article; Gelmboldt, Vladimir O.; Anisimov, Vladimir Yu.; Shyshkin, Ivan O.; Fonari, Marina S.; Kravtsov, Victor Ch.; Journal of Fluorine Chemistry; vol. 205; (2018); p. 15 – 21;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1010120-55-4, Adding some certain compound to certain chemical reactions, such as: 1010120-55-4, name is 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine,molecular formula is C6H5BrN4, 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 1010120-55-4.

A mixture of 5-bromo-[l,2,4]triazolo[l,5-a]pyridin-2-ylamine (1 eq), Cs2CO3 (5eq), Pd(OAc)2 (0.1 eq), Xantphos (0.1 eq.), 4-Iodo-benzoic acid methyl ester (1.5 eq) and 1,4-dioxane was sonicated for 5 minutes under nitrogen. Afterwards, the reaction was left in a sealed tube at 1000C or in a flasked equipped with a cooling system for 5 hrs. The crude mixture was extracted with ethyl acetate and the extracts were combined, washed with water and dried over anhydrous magnesium sulfate. The organic solvent was removed under high vacuum to yield the crude product. The crude product was purified by flash chromatography.

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. 1010120-55-4, 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; MENET, Christel Jeanne Marie; BLANC, Javier; JOUANNIGOT, Nolwenn; HODGES, Alastair James; VAN ROMPAEY, Luc Juliaan Corina; FLETCHER, Stephen Robert; WO2010/10188; (2010); 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. 89570-82-1, name is 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Quality Control of 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine

A CEM-designed 10-mL pressure-rated vial was charged with POCl3(2 mL), 3-chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine (211 mg,1mmol), 4-methoxylbenzoic acid or analogous acid (1mmol). The mixture was irradiated in a CEM Discover Focused Synthesiser (150 W, 140C, 200 psi, 15min). The mixture was cooled to room temperature by passing compressed air through the microwave cavity for 2 min. It was poured into cold ice (40 mL) and the formed precipitate filtered. The crude solid was recrystallised from EtOH to give the title compound 2a and others. All the other compounds were synthesised according to the same procedure.

The synthetic route of 89570-82-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Ming-Yan; Zhai, Zhi-Wen; Sun, Zhao-Hui; Yu, Shu-Jing; Liu, Xing-Hai; Weng, Jian-Quan; Tan, Cheng-Xia; Zhao, Wei-Guang; Journal of Chemical Research; vol. 39; 9; (2015); p. 521 – 523;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17368-12-6, 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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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.

General procedure: To a vigorously stirred solution of 2-chloro-6-hydroxypyridine(0.13 g, 1.0 mmol) in acetonitrile (2 mL) at room temperature was added a 6 M aqueous solution of potassium hydroxide (2 mL). Difluoromethyltriflate (0.38 mL, 3.0 mmol, 3 equiv.) was added dropwiseto the reaction mixture which was maintained at room temperature by means of a water bath (the reaction is exothermic), and the medium was stirred for 30 min. The mixture was diluted with water(20 mL) and extracted with diethyl ether (2 ¡Á10 mL) and ethyl acetate(3 ¡Á10 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel with pentane/diethylether (100:0 to 70:30) as eluent to afford the pure 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 17368-12-6, 2-Chloro-4-hydroxypyridine.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem