Month: August 2021

Related Products of 882521-63-3, 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.882521-63-3, name is 7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine, molecular formula is C6H5BrN4, molecular weight is 213.04, as common compound, the synthetic route is as follows.

General procedure: To a microwave tube was added [1,2,4]triazolo[1,5-a]pyridin-2-amine 13 (1 equiv), K2CO3 (2.0 equiv), Pd(PPh3)4 (0.056 equiv), and the corresponding boronic acid (1.5 equiv). 5 mL of EtOH:H2O (1:1) was used as solvent, and the microwave conditions employed were 150 C for 30 min. After solvent evaporation, the product was purified by flash chromatography on silica gel using as eluent a gradient of EtOAC (0 – 100%) in n-hexane or MeOH (0 – 10%) in DCM to afford the desired compound 16 (adapted from 4).

The chemical industry reduces the impact on the environment during synthesis 882521-63-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ribeiro, Carlos J.A.; Kankanala, Jayakanth; Xie, Jiashu; Williams, Jessica; Aihara, Hideki; Wang, Zhengqiang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 257 – 261;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1152617-24-7, Adding some certain compound to certain chemical reactions, such as: 1152617-24-7, name is 3-Chloro-4-iodopyridin-2-amine,molecular formula is C5H4ClIN2, 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 1152617-24-7.

To a mixture of Zl7c (6.95 kg, assay 72%, 27.23 mol) in l,4-dioxane (72 L) was added Xantphos (233 g, 411 mmol, 0.015 eq), Pd2(dba)3 (186 g, 206 mmol, 0.0075 eq), Zl7b (7.13 kg, 28.02 mol) and DIPEA (7.02 kg, 54.46 mol). The system was vacuated and purged with nitrogen gas three times. The mixture was stirred at 65 C for 16 h under N2. The mixture was cooled to RT and water (50 L) was added, filtered. The cake was washed with EA (25 L). The filtrate was extracted with EA (4 x 20 L). The organic phase was concentrated in vacuum to offer the crude product which was combined with the cake. Then DCM (60 L) was added to the crude product and stirred at 25-30C for l8h and then filtered. The filter cake was slurried with CH2CI2 (30 L) for 4 hrs and filtered. The filter cake was slurred in CH2CI2 (30 L) for 16 hrs and filtered. Then the filter cake was dried in vacuum to give Z17a (3-((2-amino-3-chloropyridin-4-yl)thio)-6-chloropyrazin-2-amine; 9.1 kg, 84 %) as light yellow solid. NMR (400 MHz, DMSO-d6) d = 7.89 (s, 1H), 7.7 (d, J= 7.6 Hz, 1H), 7.18 (bs, 2H), 6.40 (bs, 2H), 5.97 (d, J= 7.6 Hz, 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. 1152617-24-7, 3-Chloro-4-iodopyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; FEI, Zhongbo; LU, Gang; WAN, Yinbo; WANG, Jianhua; WU, Quanbing; ZHANG, Hao; (116 pag.)WO2020/65453; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

To a solution of LDA (2 M solution in THF/heptane/ethylbenzene, 2.78 g, 12.97 mL, 25.95 mmol) in anhydrous THF (20 mL) under nitrogen atmosphere cooled to -78°C was added a solution of the 3-bromo-5-chloropyridine (5.0 g, 25.98 mmol) in anhydrous THF (40 mL) at -78°C. The reaction mixture was allowed to stir at the same temperature for 45 minutes. Then, a solution of chloro(ethoxy)methanone (28.19 g, 259.7 mmol) was added slowly over 15 minutes. After stirring for 20 minutes, the reaction mixture was quenched with saturated NaHCO3 solution. The reaction mixture was extracted into ethyl acetate (3 x 100 mL), and the combined organic layer was washed with water and brine. The organic layer was separated, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated, and the residue was purified through CombiFlash using 0-10percent ethyl acetate in hexane to provide ethyl 3-bromo-5-chloropyridine-4-carboxylate as a pale yellow oil (5.84 g, 85percent yield); 1H NMR (400 MHz, DMSO-J6): delta 1.35 (t, 3H), 4.45 (q, 2H), 8.82 (s, IH), 8.87 (s, IH); M+ 265.5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1082040-63-8, Adding some certain compound to certain chemical reactions, such as: 1082040-63-8, name is 3-Iodo-1H-pyrazolo[3,4-c]pyridine,molecular formula is C6H4IN3, 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 1082040-63-8.

To a solution of 3-iodo-lH-pyrazolo[3,4-c]pyridine (6.0 g, 24.5 mmol, 1.0 eq.) and K2C03 (4.0 g, 29.4 mmol, 1.2 eq.) in DMF (40 mL) was added tert-butyl 2-bromoacetate (4.78 g, 24.5 mmol, 1.0 eq.). The resulting mixture was stirred at r.t. for 2 h, then poured into water (200 mL), extracted with EtOAc (200 mL x 3). The combined organic layers were dried and concentrated under vacuum. The residue was purified by column chromatography (PE/EtOAc=3: l) to provide tert-butyl 2-(3-iodo-lH-pyrazolo[3,4- c]pyridin-l-yl)acetate as a yellow oil (6.0 g, 68.0% yield).

According to the analysis of related databases, 1082040-63-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (297 pag.)WO2018/229543; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 127978-70-5, 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 127978-70-5, name is (5-Methoxypyridine-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

5-(2-fluoroethoxy)-2-[[4-[1-(2-fluoroethyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxy]methyl]-pyridine (B-19) Following the procedure for the preparation of compound B-4, but substituting (5-methoxypyridin-2-yl)methanol for [5-(2-fluoroethoxy)-pyridin-2-yl]-methanol provided compound B-19 (56.3%) as a white solid after treatment with diisopropyl ether. C24H22F2N4O2. LCMS: Rt 3.48, m/z 437 [M+H]+ (method 5). 1H NMR (400 MHz, CDCl3) delta ppm 4.22-4.34 (m, 2 H), 4.47 (dt, J=27.1, 4.9 Hz, 2 H), 4.70-4.87 (m, 2 H), 4.84 (dt, J=46.9, 4.6 Hz, 2 H), 5.18 (s, 2 H), 6.97 (br. d, J=8.8 Hz, 2 H), 7.16-7.21 (m, 2 H), 7.27 (dd, J=8.6, 2.8 Hz, 1 H), 7.36-7.42 (m, 2 H), 7.46 (d, J=8.6 Hz, 1 H), 7.70 (s, 1 H), 8.33 (d, J=2.8 Hz, 1 H), 8.45-8.52 (m, 2 H).

According to the analysis of related databases, 127978-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Andres-Gil, Jose Ignacio; De Angelis, Meri; Bormans, Guy Maurits R.; Celen, Sofie Jeanne Leopoldine; US2012/213703; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 105596-63-2 ,Some common heterocyclic compound, 105596-63-2, molecular formula is C7H7NO3, 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.

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride 2.7-hydrate (1.06 g, 3.26 mmol) was added to a solution of 2-methoxy-isonicotinic acid (500 mg, 3.26 mmol) and 4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (669 mg, 2.97 mmol) in EtOH (8.0 ml) at room temperature, and the mixture was stirred for 46.5 hours. An aqueous NaHCO3 solution was added to the reaction mixture, followed by extraction with AcOEt three times. The organic layers were washed with saturated brine, and then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography (CH2Cl2/MeOH = 99:1 to 95:5) to give 4-cyano-4-[(2-methoxy-pyridine-4-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a colorless form (901 mg, 84%). MS (ESI) m/z = 361 (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. 105596-63-2, 2-Methoxyisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; EP2433940; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17228-75-0, 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. 17228-75-0, name is 2,6-Dichloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

a) Synthesis of 2,6-dichloro-4-methoxy-pyridine-3-carboxylic acidTo a solution of 4.0 g (22.5 mmol) 2,6-dichloro-4-methoxy-pyridine in THF (20 ml) was added 10.0 ml (2.47 M in hexane, 24.7 mmol) n-butyllithium at -78 C. After stirring for 1 h at -78 C excess dry ice was added and the mixture was allowed to warm to RT. Then the mixture was acidified with 6N aqueos hydrochlorid acid to pH 3-4 followed by extraction with EtOAc. The organic layer was dried over Na2S04 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 4:1 ) provided 3.5 g (15.8 mmol, 70%) 2,6-dichloro-4-methoxy- pyridine-3-carboxylic acid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17228-75-0, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.54221-96-4, name is 6-Methoxypicolinaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.SDS of cas: 54221-96-4

2-(3,4-dichlorophenyl)acetonitrile (3.50 g, 18.8 mmol) was taken up in THF (30 mL) and diethyl ether (30 mL), and cooled to -78 °C in an acetone-dry ice bath. BuLi (8.1 mL, 20 mmol, 1.6 M in hexane) was added drop-wise, and the temperature was maintained below -60 °C. Once the last drop had been added, the reaction was allowed to stir for 15 minutes. This solution became orange clear. 6- methoxypicolinaldehyde (2.3 mL, 19 mmol) dissolved in THF (20 mL) was added slowly drop-wise, and the temperature was maintained below -60 °C. Solution was dark brown / black clear at this point and was allowed to stir for 1.5 hours at -75 °C. The reaction was quenched with acetic acid (1.6 mL, 28 mmol) dissolved in 5 mL of diethyl ether, added drop-wise while the reaction was cooled in the dry ice acetone bath. The temperature was maintained below -60 °C. LCMS revealed mostly one peak with the desired mass. The reaction was worked up by adding 100 mL of water, and layers were separated. The aqueous phase was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSC , and concentrated in vacuo to afford 8.14 grams of a clear amber oil. LCMS revealed a peak that was consistent with desired material. The material was absorbed onto silica gel and ran through an ISCO 80 gram column, eluting with CH2C12 / EtOAc. The broad peak looked to be a mixture of diastereomers in a ratio around 1.5:1. It was not determined which diastereomeric pair is the more predominant pair (0.988 g). The spiked shoulder from that broad peak looked to be a mixture of diastereomers in a ratio around 4: 1 (4.39 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54221-96-4, 6-Methoxypicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH; VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.; RICHELSON, Elliott; FAUQ, Abdul H.; CARLIER, Paul R.; MONCEAUX, Christopher J.; WO2014/159251; (2014); A2;,
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. 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,3-Dichloro-5-(trifluoromethyl)pyridine

To a solution of ethyl 3- [2-hydroxy-4- (2- methoxyethoxy) phenylJbutanoate (5.50 g) in N, N- dimethylformamide (40 ml) was added sodium hydride (60% in oil, 932 mg) under ice-cooling, and the mixture was EPO subsequently stirred for 30 min. Then, 2, 3-dichloro-5- ‘ (trifluoromethyl) pyridine (3.0 ml) was added, and the mixture was stirred at room temperature for 2 hr. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried (MgSO4) , filtrated and concentrated. The obtained residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (hexane alone to 35:65, v/v) to give ethyl 3- [2-{ [3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}-4-(2- methoxyethoxy) phenylJbutanoate (7.80 g, yield: 87%) as a yellow oil.1H-NMR (300 MHz, CDCl3)S: 1.16 (3 H, t, J = 7.2 Hz), 1.22 (3 H, d, J = 7.0 Hz), 2.39 – 2.50 (1- H, m) , 2.56 – 2.70 (1 H, m) , 3.23 – 3.38 (1 H, m) , 3.43 (3 H, s) , 3.65 – 3.79 (2 H, m) , 3.96 – 4.19 (4 H, mj , 6.66 (1 H, d, J = 2.6 Hz), 6.85 (1 H, dd, J = 8.7, 2.6 Hz), 7.18 – 7.29 (1 H, m) , 7.98 (1 H, d, J = 2.1 Hz), 8.25 (1 H, d, J = 1.1 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, 69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)pyridine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/18314; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 571189-16-7, tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate, 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, Recommanded Product: 571189-16-7, blongs to pyridine-derivatives compound. Recommanded Product: 571189-16-7

Add to the reaction flask4- (6-nitropyridin-3-yl) piperazine-1-tert-butylcarboxylate (3.4 g, 11 mmol,First step), and palladium on carbon (10%, 400 mg)Ethyl acetate / ethanol (100 mL, 1: 1).The mixture was stirred at room temperature for 12 hours in a hydrogen atmosphere.Filtered and concentrated under reduced pressure to give the title compound (2.8 g, white solid) in 93% yield.

The synthetic route of 571189-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem