Day: February 22, 2021

Adding a certain compound to certain chemical reactions, such as: 15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic 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, Quality Control of 2-Chloro-6-methoxypyridine-4-carboxylic Acid, blongs to pyridine-derivatives compound. Quality Control of 2-Chloro-6-methoxypyridine-4-carboxylic Acid

To a suspension of 2-chloro-6-methoxy-isonicotinic acid (2.00 g, 10.7 mmol) in MeOH (100 mL), H2SO4 (2 mL) is added. The mixture is stirred at 65 C. for 20 h. The solution is cooled to rt. A precipitate forms. The solid material is collected, washed with MeOH and dried to give 2-chloro-6-methoxy-isonicotinic acid methyl ester (1.66 g) as a white solid; LC-MS: tR=1.29 min; [M+1]+=202.00.

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2010/63108; (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. 76469-41-5, name is 2,3,5-Trifluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Step 1 (0493) To a solution of A16 (50 mg, 0.11 mmol) and 2,3,5-trifluoropyridine (30.0 mg, 0.23 mmol) in DMSO (2 mL) was added Cs2C03 (74 mg, 0.225 mmol) and the mixture was stirred at 60C for 1 h. The reaction mixture was quenched with water (15 mL) and extracted with EtOAc (4 x 25 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2S04, filtered and concentrated to give a mixture of D1/D2 as brown oil which was used in the next step without further purification Step 2 TFA (0.5 mL, 6.5 mmol) was added to a solution of a mixture of D1 D2 (60 mg, 0.11 mmol) in DCM (2.5 mL). The mixture was stirred at 15 C for 2 h, then concentrated and purified by p- HPLC (TFA) to afford a mixture of D3 D4 The mixture of D3 D4 (30 mg, 0.066 mmol) was separated by SFC (Column AD, 250 mm x 30 mm, 5um) to give Example 5 (tR = 2.564 min) and Example 6 (tR = 2.779 min). Step 3 The mixture of D3 D4 (30 mg, 0.066 mmol) was separated by SFC (Column AD, 250 mm x 30 mm, 5um) to give Example 5 (tR = 2.564 min) and Example 6 (tR = 2.779 min).

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, 76469-41-5, 2,3,5-Trifluoropyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CUMMING, Jared, N.; DAI, Xing; (84 pag.)WO2017/139210; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14432-12-3 ,Some common heterocyclic compound, 14432-12-3, molecular formula is C5H5ClN2, 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.

2-Chloro-pyridin-4-ylamine 1b* (3.2 g, 0.025 mol) and sodium acetate (4.1 g, 0.05 mol) were stirred in acetic acid (20 ml). A solution of iodine monochloride (4.1 g, 0.025 mol) in acetic acid (10 ml) was added and the reaction mixture was heated to 70 C for approximately 3 h (NB: solution at -50 C, brown colour faded and precipitate formed as the reaction proceeded). The reaction mixture was cooled to room temperature, then poured onto water (700 ml), and extracted with EtOAc. The organic layer was carefully washed with a solution of Na2CO3 followed by a solution of Na2S2O3, dried over MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography using 10% EtOAc in DCM to yield 2-chloro-5-iodo-pyridin-4-ylamine 2b* (2.60 g, 40%). 1H NMR (400 MHz, CDCl3) delta (ppm): 8.34 (1 H, s), 6.63 (1 H, s), 4.78 (2 H, s).

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. 14432-12-3, 4-Amino-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E.V.; ULLRICH, Axel; FALCENBERG, Mathias; WO2014/207260; (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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine, molecular formula is C5H4BrClN2, 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. HPLC of Formula: C5H4BrClN2

General procedure: To a solution of 1 (2.57mmol) in 8mL pyridine at 0C was added the pyridine solution of 4- fluoro sulfonyl chloride (4g, 19.4mmol) in drops and DMAP (20mg) to start the reaction. The mixture was warmed slowly to room temperature and stirred overnight. After the completion of the reaction (monitored by TLC), the reaction was quenched with water (30mL) and filtered. The filter cake was washed with water and EtOH to obtain white solid which was dissolved in MeOH (10mL) and added with 3mL saturated potassium carbonate solution. The mixture was stirred at room temperature for 6h and monitored by TLC. The reaction was quenched with water and extracted with EtOAc. The organic layer was collected and washed with water for three times, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography to afford white solid.

With the rapid development of chemical substances, we look forward to future research findings about 588729-99-1.

Reference:
Article; Yan, Guoyi; Pu, Chunlan; Lan, Suke; Zhong, Xinxin; Zhou, Meng; Hou, Xueyan; Yang, Jie; Shan, Huifang; Zhao, Lifeng; Li, Rui; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 667 – 686;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1122-62-9, 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 1122-62-9 as follows.

General procedure: A mixture of ketone (1 mmol), a known mole percent of the catalystand KOH (0.06 mmol) was dissolved in 2-propanol (5 mL), and the mixture was heated under reflux for the desired period oftime. The catalyst was removed as precipitate from the reactionmixture by the addition of diethyl ether followed by filtrationand subsequent neutralization with 5 mL of 1 M HCl. Then theether layer was passed through a short path of silica gel and the filtratewas subjected to GC analysis for identification andquantification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-62-9, its application will become more common.

Reference:
Article; Chowdhury, Nabanita Saha; Guharoy, Chhandasi; Butcher, Ray J.; Bhattacharya, Samaresh; Inorganica Chimica Acta; vol. 406; (2013); p. 20 – 26;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 605-38-9, 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 605-38-9, name is Dimethyl pyridine-2,3-dicarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Step b: d,l-cis-Piperidine-2,3-dicarboxylic acid, dimethyl ester Dissolve pyridine-2,3-dicarboxylic acid, dimethyl ester (19 g) in methanol (500 mL) and treat with 20percent palladium hydroxide/carbon (1.5 g). Place on a Paar Hydrogenation Apparatus and hydrogenate at 50 psi for 6 hours. Filter and evaporate the solvent in vacuo to give the title compound (14 g). 1 H NMR (300 MHz, CDCl3) ppm 3.76 (s,3), 3.70 (s,3), 3.66 (d, 1), 3.06 (m, 1), 2.99 (m, 1), 2.7 (m, 1), 2.24-2.1 (m, 2), 1.79 (m, 1), 1.5 (m, 2).

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 605-38-9, Dimethyl pyridine-2,3-dicarboxylate.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US5194430; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1597-32-6, 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. 1597-32-6, name is 2-Amino-6-fluoropyridine, molecular formula is C5H5FN2, 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.

To a stirred and ice-cooled solution of commercial 2-(4-chloro-phenyl)- quinoline-4-carboxylic acid (1.400 g, 4.9346 mmol) and 2-amino-6-fluoropyhdine (0.664 g, 5.9215 mmol) in dichloromethane (20 ml), triethylamine (3.495 g, -4.8 ml, 34.5422 mmol) is added, followed by portion-wise addition of 1 – propanephosphonic acid cyclic anhydride (12.561 g, 19.7384 mmol) and the mixture is allowed to attain room temperature spontaneously overnight. The resulting mixture is diluted with dichloromethane (-30 ml), washed with water and brine, dried (MgSO4), and evaporated to afford a brown gummy residue (1.860 g, 100% mass balance). This is purified by column chromatography eluting with 8% ethyl acetate in hexane, to obtain the title compound as a pale yellow solid (0.474 g, -18% yield). M.p. 200-2010C.

According to the analysis of related databases, 1597-32-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROSEARCH A/S; NARDI, Antonio; CHRISTENSEN, Jeppe, Kejser; PETERS, Dan; DYHRING, Tino; WO2010/20672; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 35905-85-2, 2-Bromonicotinic 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, name: 2-Bromonicotinic acid, blongs to pyridine-derivatives compound. name: 2-Bromonicotinic acid

Preparation 5 3-Hydroxymethyl-3′,4′,5′,6′-tetrahydro-2’H-[2,4]-bipyridinyl-1′-carboxylic Acid t-Butyl Ester H2SO4 (0.6 mL) was added to a solution of 2-bromonicotinic acid (1.5 g, 7.43 mmol, 1.00 eq.) in MeOH (20 mL). The resulting solution was stirred for 5 hours while the temperature was maintained at reflux in an oil bath. The mixture was cooled to room temperature and concentrated under vacuum. The resulting solution was diluted with EtOAc (50 mL) and the pH of the solution was adjusted to 10 with Na2CO3 (20%). The resulting organic layer was washed with water (1*50 mL) and saturated aqueous NaCl (2*100 mL), dried over anhydrous Na2SO4, and concentrated under vacuum to yield 2-bromonicotinic acid methyl ester (1.1 g) as a yellow liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35905-85-2, 2-Bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Stangeland, Eric L.; Patterson, Lori Jean; Zipfel, Sheila; US2011/230495; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1137-68-4, 2-(2-Pyridyl)benzimidazole, 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, 1137-68-4, blongs to pyridine-derivatives compound. Computed Properties of C12H9N3

The 2-(pyridin-2-yl)-1H-benzo[d]imidazole (2.0g, 0.0102 mol)was dissolved in 30 ml of dry DMF and stirred with potassiumcarbonate (1.4g, 0.0102 mol) at room temperature for 1 h and 2-(Bromomethyl naphthalene) (2.2. g, 0.0102 mol) was dissolved in20 ml of THF then added dropwise using dropping funnel proceedthe reaction for further 12 h. The proceeding of product waschecked by thin layer chromatography. After the completion ofreaction solvent was rescued under vacuum, the resulting solidswere treated with 30 ml of HCl washed using ethyl acetate anddistilled water. The separated organic layer is filtered over sodiumsulphate then the compound was purified under column chromatographytechnique (Hexane: ethyl acetate-10:90) to obtain whitesolid as the product. Yield 78%, 1H NMR (500 MHz, CDCl3) d 8.51 (d,J 4.3 Hz, 1H), 8.37 (d, J 8.0 Hz, 1H), 7.85e7.52 (m, 5H), 7.45 (s,1H), 7.33e7.05 (m, 7H), 6.25 (s, 2H). 13C NMR (126 MHz, CDCl3)d 150.52, 150.01, 148.68, 142.72, 136.92, 134.97, 133.29, 132.71,128.45, 127.81, 127.61, 126.22, 125.88, 125.40, 124.89, 124.75, 123.92,123.69, 122.93, 120.16, 49.20. HRMS (ESI): calcd. For [MH]C23H17N3 336.1495 found 336.1497. The data is given in supp. data eFig. S4aec.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1137-68-4, its application will become more common.

Reference:
Article; Balamurugan, Selvaraj; Ganesan, Shanmugam; Electrochimica Acta; vol. 329; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 124236-37-9, Adding some certain compound to certain chemical reactions, such as: 124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate,molecular formula is C8H6F3NO2, 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 124236-37-9.

b) 1 -Oxy-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester A mixture of 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (2.7 g, 13 mmol) and m-CPBA (CAN 937-14-4, 6.7 g, 39 mmol) in dry methylene chloride (30 mL) was stilTed under reflux conditions overnight. Removal of the solvent in vacuo and purification of the obtained residue by column chromatography (silica gel, 15 g, 20% ethyl acetate in petroleum ether) provided the title compound (2.2 g, 76%) as light-yellow solid; MS (El):mle = 222.1 [MHi.

According to the analysis of related databases, 124236-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FREI, Beat; GOBBI, Luca; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/86705; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem