Day: March 17, 2021

Adding a certain compound to certain chemical reactions, such as: 15862-33-6, 3-Bromo-2-hydroxy-5-nitropyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Step 2: To a cooled (0-5 C.) mixture of 3-bromo-2-hydroxy-5-nitropyridine (47 g, 0.214 mol) and quinoline (13.7 g, 0.107 mol) was added POCl3 (26 mL, 0.278 mol) dropwise over ~10 min (the mixture was difficult to stir initially but became less viscous as the reaction progressed and the mixture warmed). After stirring at 120 C. for 3.5 h, the mixture was cooled to 100 C. and water (90 mL) was added. The resulting mixture was stirred vigorously while cooling to 0-5 C. The product was collected by filtration, washed with water and dried in vacuo at 45 C. to give 42 g of 3-bromo-2-chloro-5-nitropyridine (82% yield). 1H NMR (CD3OD) delta 9.19 (d, J=2.4 Hz, 1H), 8.93 (d, J=2.4 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-33-6, 3-Bromo-2-hydroxy-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; US2006/79524; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 83004-10-8, 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.83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine, molecular formula is C6H5Br2N, molecular weight is 250.92, as common compound, the synthetic route is as follows.

1.05 g (4.19 mmol) of 2-bromo-6-bromomethylpyridine and 2.15 g of potassium carbonate are added to a suspension of 792 mg (3.81 mmol) of 6-(3,5-difluorophenyl)-2H-pyridazin-3-one in 19 ml of acetonitrile, and the mixture is stirred for 18 hours at 80 C. The reaction mixture is filtered and washed with acetonitrile. The filtrate is evaporated and partitioned between tert-butyl methyl ether and water. The organic phase is dried over sodium sulfate and evaporated. The residue is chromatographed on a silica-gel column with petroleum ether/ethyl acetate as eluent: 2-(6-bromopyridin-2-ylmethyl)-6-(3,5-difluorophenyl)-2H-pyridazin-3-one as yellow crystals; ESI 378, 380.

Statistics shows that 83004-10-8 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; US2011/34474; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-22-4, 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. 5470-22-4, name is 4-Chloropicolinic acid, molecular formula is C6H4ClNO2, 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.

[0216] To a suspension of 4-chloropyridine-2-carboxylic acid (4.5 g, 29.0 mmol) in methylene chloride (120 mL) was added oxalyl chloride (3.0 mL, 1.2 eq) under Ar2. The reaction was cooled to 0 C., added 500 uL of DMF. A large amount of gas was generated in situ. The reaction was stirred at room temperature for 1.5 h then concentrated. Dry MeOH (50 mL) was added to the crude acyl chloride residue. The reaction was stirred at room temperature for 0.5 h then quenched with NaHCO3 (5%) to neutral, extracted with EtOAc, and washed with brine. The combined organics were dried over MgSO4, filtered and concentrated in vacuo to give 5.0 g of crude solid which was triturated with 5% EtOAc/hexane to give the desired intermediate methyl ester as a light yellow solid (4.5 g, 90%).

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 5470-22-4, 4-Chloropicolinic acid.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2004/186114; (2004); 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 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H3ClN2O2

Under nitrogen atmosphere, 47.6 g of 2-chloro-3-nitropyridine was dissolved in 500 mL of tetrahydrofuran, and 150 mL of 2M methylzinc chloride in tetrahydrofuran and 6.9 g of tetrakis(triphenylphosphine)palladium(0) were added, and the reaction solution was stirred at 70C for 2 hours. The reaction solution was poured into cold water, extracted with ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to column chromatography (n-hexane:ethyl acetate =3:1) to obtain 35.4 g of 2-methyl-3-nitropyridine as a colorless oil. Then 35.4 g of 2-methyl-3-nitropyridine was dissolved in a mixed solution of 300 mL methanol/5 mL triethylamine, added with 5 g of 10% palladium on carbon, and stirred for 6 hours under hydrogen atmosphere and at normal temperature and pressure. The reaction solution was filtered thorough Celite, the solvent was evaporated, and 33.0 g of crudely produced 2-methyl-3-aminopyridine was obtained as a pale brown oil. Next, to 100 mL of a solution of 65 g of crude 3-amino-2-methyl pyridine in dichloromethane were added 60 mL of pyridine and 71 mL of acetic anhydride at room temperature and stirred for 3 hours. The reaction solution was added with about 150 mL of silica gel powder, the solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate :methanol =100:3), to afford 74 g of the title compound as colorless crystals.1H-NMR (400 MHz, CDCl3) delta2.25 (3H, s), 2.53 (3H, s), 7.00 (1H, bs), 7.18 (1H, dd, J = 4.6, 8.0 Hz), 8.23 (1H, d, J = 8.0 Hz), 8.30 (1H, d, J = 4.6 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 5470-18-8.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 944401-77-8, Adding some certain compound to certain chemical reactions, such as: 944401-77-8, name is 2-Amino-4-fluoropyridine,molecular formula is C5H5FN2, 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 944401-77-8.

To a solution of 2-amino-4-fluoropyridine (75.0 g, 0.67 mol) in dry acetonitrile (700 mL), N-bromosuccinimide (122.8 g, 0.69 mol) was added portion wise upon stirring and cooling in an ice-water bath. The reaction mixture was stirred at r.t. for 1 h. After evaporation under reduced pressure, the residue was thoroughly washed with water (3 x 300 mL), taken up by acetonitrile and evaporated under vacuum yielding the title compound as an off white solid (124 g, 97 %).

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. 944401-77-8, 2-Amino-4-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki Peter; BROWN, Julien Alistair; DELIGNY, Michael; HEER, Jag Paul; JACKSON, Victoria Elizabeth; JADOT, Sophie; KROEPLIEN, Boris; MAC COSS, Malcolm; SABNIS, Yogesh Anil; SWINNEN, Dominique Louis Leon; VAN HOUTVIN, Nathalie; ZHU, Zhaoning; WO2015/86527; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88912-27-0, 3-Chloroisonicotinic 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, Product Details of 88912-27-0, blongs to pyridine-derivatives compound. Product Details of 88912-27-0

Reference Production Example 31A mixture of 0.60 g of 2-amino-4-(trifluoromethylthio)phenol, 0.45 g of 3-chloroisonicotinic acid, 0.71 g of WSC and 6 ml of pyridine was stirred while heating at 80 C. for three hours. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.63 g of 3-chloro-N-[2-hydroxy-5-(trifluoromethylthio)phenyl]isonicotinamide.1H-NMR (DMSO-d6) delta: 10.89 (br s, 1H), 10.14 (br s, 1H), 8.74 (s, 1H), 8.63 (d, J=4.8 Hz, 1H), 8.31 (d, J=2.2 Hz, 1H), 7.63 (d, J=4.8 Hz, 1H), 7.39 (dd, J=8.5, 2.2 Hz, 1H), 7.03 (d, J=8.5 Hz, 1H)

The synthetic route of 88912-27-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2011/39843; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1003-68-5, 5-Methylpyridin-2(1H)-one, 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: 1003-68-5, blongs to pyridine-derivatives compound. Recommanded Product: 1003-68-5

5-Methyl-2(1H)-pyridinone (50 g, 0.46 mol) was suspended in dichloromethane (500 mL). N-bromosuccinimide (82 g, 0.46 mol) was added in portions with cooling. Addition was finished after 15 min; the mixture was stirred for 1 h at room temperature and afterwards partitioned between dichloromethane and water. Organic phases were pooled, dried with Na2SO4 and the solvent was evaporated. The residue was purified by crystallization from ethyl acetate to yield 55 g of the title compound as a light yellow solid, mp 156-161 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003-68-5, 5-Methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Andjelkovic, Mirjana; Benardeau, Agnes; Chaput, Evelyne; Hebeisen, Paul; Nettekoven, Matthias; Sander, Ulrike Obst; Panousis, Constantinos G.; Roever, Stephan; US2008/85906; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate. A new synthetic method of this compound is introduced below., Safety of Methyl 5-bromo-2-chloronicotinate

A suspension of zinc (5.0g) in 4N HCl (10mL) was stirred at 30C for 10min and then filtered. The residue was crushed to yield fine particles and then washed with water (5¡Á) and acetone (2¡Á). The activated zinc was then dried in vacuo for 24h. (0020) A solution of 3-chloro-2-flurobenzyl bromide (1.12g, 5mmol) in THF (3mL) was added dropwise to suspension of activated zinc (0.98g, 15mmol), 1,2-dibromoethane (0.034mL, 0.4mmol), trimethylchlorosilane (0.038mL, 0.3mmol) and THF (1.5mL) at 23C. The reaction was heated to 45C and maintained at this temperature for 1.5h. TLC indicated complete consumption of 3-chloro-2-flurobenzyl bromide (sm: Rf=0.4; 30% EtOAc-hexanes). (0021) A solution of (3-chloro-2-fluorobenzyl)zinc bromide in THF (7.98mL, 7.98mmol, 1.0M) was added dropwise over a 10min period to a stirring mixture of 5-bromo-2-chloronicotinate (2.0g, 7.98mmol), tetrakis(triphenylphosphine)palladium (0.923g, 0.798mmol), and THF (26.6mL) at 65C. The resulting mixture was stirred for 1h and then poured into 10% aq. NH4Cl and the layers were separated. The aqueous phase was extracted with EtOAc and the combined organics layers were dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (10-100% EtOAc-hexanes gradient) to yield the title compound as a yellow oil. (1.8g, 71.8%): 1H NMR (400MHz, CDCl3) delta ppm 8.41 (d, J=2.38Hz, 1H), 7.97 (d, J=2.38Hz, 1H), 7.37-7.29 (m, 1H), 7.08-7.04 (m, 3H), 4.04 (s, 2H), 3.97-3.92 (m, 3H); ES+ MS: 315 (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, 78686-79-0, Methyl 5-bromo-2-chloronicotinate.

Reference:
Article; Velthuisen, Emile J.; Johns, Brian A.; Temelkoff, David P.; Brown, Kevin W.; Danehower, Susan C.; European Journal of Medicinal Chemistry; vol. 117; (2016); p. 99 – 112;,
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. 770-08-1, name is 5-Ethylpicolinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C8H9NO2

Example IV; Preparation of [1-(6-trichloromethylpyridin-3-yl)ethyl](methyl)-oxido-lambda4-sulfanylidenecyanamide (5); A mixture of 5-ethylpyridine-2-carboxylic acid (1.98 g, 13 mmol), phenyl-phosphonic dichloride (2.8 g, 14.3 mmol), phosphorus pentachloride (7.7 g, 32 mmol) was stirred and slowly heated. Once a clear yellow liquid was formed, the mixture was heated to reflux overnight. After cooling, the volatiles were removed under reduced pressure. The residue was carefully poured into saturated sodium carbonate aqueous solution cooled in an ice-water bath. The aqueous phase was then extracted with CH2Cl2 two times. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, concentrated, and partially purified on silica gel eluted with 10 percent EtOAc in hexane to give 2.7 g of crude product containing both 5-ethyl-2-(trichloromethyl)pyridine and 5-(1-chloro-ethyl)-2-(trichloromethyl)pyridine in an approximate 3:1 ratio (GC data, masses calcd for C8H8Cl3N and C8H7Cl4N [M]+223 and 257 respectively. Found 223 and 257 respectively).; A mixture of the above-mentioned crude product (2.6 g) in carbon tetrachloride (100 mL) was then treated with 80 percent of N-bromosuccinimide (1.9 g, 11 mmol) and benzoylperoxide (0.66 g, 0.275 mmol) and then refluxed overnight. The solid was filtered off, the filtrate concentrated and the resulting residue purified on silica gel using 4 percent EtOAc in hexane to give 1.0 g of the desired product 5-(1-bromoethyl)-2-(trichloromethyl)pyridine (A) as a yellow solid. The combined yield for the two steps was 25 percent. GC-MS: mass calcd for C8H7BrCl3N [M-I-Cl]+266. Found 266.

The synthetic route of 770-08-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences, LLC; US2010/168177; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97483-77-7, 5-Bromopicolinonitrile, 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, Safety of 5-Bromopicolinonitrile, blongs to pyridine-derivatives compound. Safety of 5-Bromopicolinonitrile

To a solution of 5-bromo-2-cyanopyridine (1.0 g, 5.50 mmol) in EtOH (100.0 mL) was added a solution of NaOH (0.22 g, 5.50 mmol dissolved in 2.0 ml H2O) followed by addition of NH2OH. HCI (0.38 g, 5.50 mmol). The resulting solution was heated to 60- 650C for 16 h. After the completion of reaction (TLC monitoring), the solvent was evaporated and the residue was acidified with 3% HCI solution (20.0 mL) and heated to 1000C till a clear solution was obtained. The reaction mixture was then cooled to room temperature and extracted with DCM (2 x 50 mL) that was later on discarded. The aqueous layer was basified with aqueous NH3 till pH 8 and extracted with EtOAc (3 x 50 ml_). The combined organics was dried (Na2SO4), filtered and concentrated to obtain the desired product (0.75 g, 64%). MS: 216.01 (M+H)+.

The synthetic route of 97483-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem