Pyridine-derivatives

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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 197376-47-9

2-(6-chloropyridine-3-yl)ethyl acetate (2 g, 10.8 mmol), zinc cyanide (1.88 g, 0.5 mmol), tetrakis(triphenylphosphine)palladium (1.2 g, 0.054 mmol), and DMF (10 mL) were added to a 25 mL microwave tube, and reacted at 155 C for 2 hours and then the reaction mixture was separated by a silica gel column (petroleum ether: ethyl acetate = 10:15:1) to give the product (white solid, 930 mg), with a yield of 48.9%. MS (ESI) m/z: 189.0 (M+1).

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, 197376-47-9, Ethyl 6-Chloropyridine-3-acetate.

Reference:
Patent; Fudan University; WANG, Yonghui; HUANG, Yafei; YU, Fazhi; TANG, Ting; EP3476829; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 62002-31-7, 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.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.

N-(Benzyloxycarbonyloxy)succinimide was added portion wise to a 0 C solution of 4,5,6,7-tetrahydro-lH-imidazo[4,5-c]pyridine dihydrochloride (530 mg, 2.70 mmol) and sodium bicarbonate (625.4 mg, 7.44 mmol) in l,4-dioxane/water (1 : 1, 20 mL). The resulting solution stirred overnight at room temperature. The reaction mixture was then poured into 50 mL of water, and extracted with 2×50 mL of ethyl acetate. The combined organic phases were washed with 100 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 10: 1 dichloromethane/methanol) to afford benzyl 6,7-dihydro-lH-imidazo[4,5-c]pyridine-5(4H)- carboxylate (440 mg, 63%) as colorless oil. MS: (ESI, m/z): 258[M+H]+.

Statistics shows that 62002-31-7 is playing an increasingly important role. we look forward to future research findings about 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 3430-21-5, 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. 3430-21-5, name is 5-Bromo-3-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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.

Step A 2-Amino-5-cyano-3-methylpyridine The title compound was prepared from 6-amino-3-bromo-5-methylpyridine using the procedure of EXAMPLE V, Step A’ (the crude product was purified by trituration with hot ethyl acetate) as a tan solid: 1 H NMR (CDCl3) delta 2.15 (s, 3 H), 4.91 (br s, 2 H), 7.46 (s, 1 H), 8.25 (s, 1 H).

According to the analysis of related databases, 3430-21-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US5668289; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52311-50-9, 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.52311-50-9, name is 2-Chloro-4-ethoxypyridine, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.

Step 2: 5-Bromo-2-chloro-4-ethoxypyridi 2-Chloro-4-ethoxypyridine (100 g, 634.5 mmol) was added to H2SO4 (500 mL) slowly. NBS (124.2 g, 698.0 mmol) was then added to the above reaction mixture at rt. The mixture was stirred at 80 C for 3 h. TLC analysis (PE/EA = 10: 1, Rf = 0.5) showed the reaction was finished. The reaction mixture was poured into ice-water (2000 mL), extracted with EA, and then concentrated. Another ten batches were prepared following the same procedure. The combined crude product was purified by flash column chromatography to give 5-bromo-2-chloro-4- ethoxypyridine (670 g, 2.84 mol, 40.0%): lH NMR (400 MHz, CD3OD): delta 8.31 (s, 1H), 7.14 (s, 1H), 4.32-4.10 (m, 2H), 1.58-1.35 (m, 3H); ES-LCMS m/z: 236.0, 238.0 (M, M+2H).

The chemical industry reduces the impact on the environment during synthesis 52311-50-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEMARTINO, Michael P.; GUAN, Huiping Amy; (103 pag.)WO2016/38552; (2016); 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 6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Nitro-2-oxo-3-pyridinecarboxylic Acid

Reference Example 11 Dimethylformamide (4 drops) was added to a solution of 2-hydroxy-5-nitronicotinic acid (5g) in phosphorus oxychloride (10ml). The mixture was stirred at the reflux temperature for 3 hours. Excess solvent was removed by evaporation and the residue was then poured carefully into water, keeping the temperature of the resulting mixture at below 40oC. The mixture was stirred at room temperature for a further 30 minutes then extracted with ethyl acetate. The extracts were washed with water, dried (magnesium sulphate) and evaporated. The resulting residue was triturated with ether/hexane to yield 2-chloro-5-nitronicotinic acid as a pale yellow solid (3.6g), m.p. 123-7oC.

With the rapid development of chemical substances, we look forward to future research findings about 6854-07-5.

Reference:
Patent; RHONE POULENC AGRICULTURE LTD.; EP634413; (1995); 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. 69422-72-6, name is 2,4,6-Trichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H2Cl3NO2

A solution of the product of EXAMPLE 11 C (1.5 g, 6.7 mmol) in dichloromethane (50 mL) was treated at room temperature with 2 drops of N, N-dimethylformamide. Oxalyl chloride (1.27 g, 10 mmol) was added dropwise over 15 minutes and stirring was continued for 2 hours. The solution was concentrated and dried under vacuum to give the crude acid chloride. Ammonium (gas) was passed through a solution of the acid chloride in tetrahydrofuran (20 mL) and the mixture stirred at room temperature for 0.5 hours. The mixture was concentrated under vacuum and the residue purified by flash chromatography on silica gel (200-300 mesh) eluting with 100/1 dichloromethane/methanol to give the title compound. MS: 225 (M+H+).

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, 69422-72-6, 2,4,6-Trichloronicotinic acid.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97683; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 2808-86-8, 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.2808-86-8, name is 2,3,4,5-Tetrachloropyridine, molecular formula is C5HCl4N, molecular weight is 216.8801, as common compound, the synthetic route is as follows.

With a thermometer, reflux condenser,300 g of 2-chloropyridine was added to a 500 mL glass reaction vial of a chlorine tube.15g supported catalyst Sn-AC, heated to 110 C,Chlorine gas (pressure 0.1MPa) was introduced at a flow rate of 200 ml/min, and after 20 hours of reaction, the temperature was lowered to 30 C or lower.Filter to remove the supported catalyst,The obtained filtrate (HPLC detection of 2,3,4,5-tetrachloropyridine was 217 g) was placed in a glass reaction flask.And adding methanol-water mixed solvent 800mL (volume ratio 4:1),79 g of pyridine and 217 mg of activated carbon catalyst loaded with Pd (purchased from Xi’an Kaili New Materials Co., Ltd., grade 5% palladium carbon Pd/C, the same below), and the reaction system was repeatedly replaced with hydrogen three times.Then, it was heated to 50 C, and hydrogen gas (pressure 0.5 MPa) was introduced at a flow rate of 200 ml/min.At the same time, a 5% aqueous solution of Na2CO3 was added dropwise to maintain the pH of the reaction system at 8-10.HPLC analysis showed that the content of 2,3,4,5-tetrachloropyridine in the material was less than 5%, and the hydrogen was stopped.The material is lowered to normal temperature. The catalyst was filtered, and the filtrate was evaporated under reduced pressure to remove methanol, and the precipitated white solid was collected by filtration.The filter cake was washed three times with 100 mL of 5% hydrochloric acid and dried to give 465 g of white solid.HPLC analysis showed that the crude product contained 5.8% dichloropyridine and 89.8% 2,3,5-trichloropyridine.2,3,4,5-tetrachloropyridine 4.4%. The crude product was subjected to distillation under reduced pressure to obtain 414 g of 2,3,5-trichloropyridine (yield: 86.2%).The purity is greater than 99%.

Statistics shows that 2808-86-8 is playing an increasingly important role. we look forward to future research findings about 2,3,4,5-Tetrachloropyridine.

Reference:
Patent; Yancheng Heng Sheng Chemical Co., Ltd.; Huan Bin; Li Yong; Zhang Xiaohang; Cheng Ronghua; (9 pag.)CN108341767; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 940943-37-3 , The common heterocyclic compound, 940943-37-3, name is S-(2-(6-(4-(3-(Dimethylamino)propoxy)phenylsulfonamido)pyridin-3-yl)-2-oxoethyl) ethanethioate, molecular formula is C20H25N3O5S2, 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.

[0202] Into 0.3088 g of Compound 1 was added 2 mL of methanol and 1.0 molar equivalent of hydrochloric acid (0.5 M in methanol, made from concentrated aqueous HCl solution) at approximately 60 0C. An additional 0.5 mL of methanol was added and the solution left to stir until only a small amount of solid remained. The sample was filtered through a 0.2 micron nylon filter. Seeds of HCl A were added and dissolved immediately upon addition. The solution was allowed to cool slowly to ambient temperature. Additional seeds (HCl A) were added and a light yellow precipitation followed. The solids were isolated by vacuum filtration and stored in a P205 desiccator (0.2373 g; yield 71%, based on unsolvated weight).

The synthetic route of 940943-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; WO2008/73733; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 124236-37-9, Methyl 5-(trifluoromethyl)picolinate, 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: C8H6F3NO2, blongs to pyridine-derivatives compound. Formula: C8H6F3NO2

NaBH4 (0.369 g, 9.75 mmol) was added to Example 34A (1 g, 5 mmol) in EtOH (40 mL). The suspension was heated at reflux overnight. The reaction was cooled to ambient temperature and quenched with saturated NH4Cl solution. The mixture was diluted with water and extracted with EtOAc. The separated organic layer was washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The crude product was chromatographed on silica gel (Analogix 25*40 column, 30%-50% EtOAc/hexanes eluant) to afford 0.62 g (72%) of the title compound as a colorless oil. 1H NMR (300 MHz, CDCl3) delta 8.84 (s, 1H), 7.94 (dd, J=8.3, 2.1 1H), 7.43 (dd, J=8.2, 0.6 1H), 4.85 (d, J=5.2, 2H), 3.46 (t, J=5.3, 1H).

The synthetic route of 124236-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2009/124666; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62135-58-4, Adding some certain compound to certain chemical reactions, such as: 62135-58-4, name is Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate,molecular formula is C9H9N3O2, 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 62135-58-4.

Under argon atmosphere, ethyl[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1 g, 5.23 mmol) was combined with THF (10 mL) at RT to give a brown suspension. Sodium borohydride (1.19 g, 31.4 mmol) was added in four portions. The mixture was heated to 65 C. for 15 min. After cooling down to RT, ethanol (10 mL) was added dropwise over a period of 15 min. The mixture was stirred at 65 C. for 4 h. The mixture was cooled down to 0-5 C. and NH4Cl (saturated aqueous solution, 20 mL) was added dropwise over a period of 10 min (foam.). Water (20 mL) was added and the yellow suspension was poured into dichloromethane (100 mL) and extracted with dichloromethane (4*75 mL). The combined organic layer was dried over MgSO4 and concentrated in vacuo to give the product as light yellow solid (720 mg, 4.76 mmol, 91%) which was used without further purification for the next step. MS: M=150.1 (M+H)+

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. 62135-58-4, Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bachmann, Stephan; Flohr, Alexander; Zbinden, Katrin Groebke; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Rudolph, Markus; US2013/59833; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem