Month: April 2022

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.628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid, molecular formula is C6H3ClFNO2, molecular weight is 175.55, as common compound, the synthetic route is as follows.Product Details of 628691-93-0

Step l :A suspension of 2-chloro-3-fluoropyridine-4-carboxylic acid (CAS 628691-93-0, 2 g, 11.39 mmol) in MeOH (7 mL) and DCM (21 mL) at 0 C was treated with TMS-Diazomethane (5.70 mL, 11.39 mmol) in a drop wise fashion. The reaction was stirred at 0 C for 0.5 h. The reaction was quenched with AcOH (0.5 mL) and concentrated in vacuo. The residue was purified by flash chromatography (0-100% EtOAc in petrol on Si02) to afford methyl 2-chloro-3-fluoropyridine-4-carboxylate. 1H NMR (300 MHz, Methanol-^) delta ppm 3.97 (s, 3 H) 7.76 – 7.86 (m, 1 H) 8.29 – 8.40 (m, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AHMED, Saleh; BARKER, Gregory; CANNING, Hannah; DAVENPORT, Richard; HARRISON, David; JENKINS, Kerry; LIVERMORE, David; WRIGHT, Susanne; KINSELLA, Natasha; (259 pag.)WO2016/148306; (2016); 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. 821791-58-6, name is Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate, the common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

The following compounds were prepared as previously described with the addition of a chlorination step. An example of such a chlorination is described below. A mixture of 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester (1.00 g, 4.64 mmol) and NCS (0.68 g, 5.10 mmol) in DMF (30 mL) was stirred for 1 hour. The reaction mixture was diluted with EtOAc and washed with 0.1 N HCl solution. The organic layer was dried (MgSO4) and concentrated under reduced pressure to give 1.10 g (95%) of 4,5-dichloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester.

The synthetic route of 821791-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marlow, Allison L.; Wallace, Eli; Seo, Jeongbeob; Lyssikatos, Joseph P.; Yang, Hong Woon; Blake, James; US2005/256123; (2005); 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 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 167837-43-6

The following compounds were obtained according to a similar manner to that of Example 2-(4). 2-[(E)-3-(6-Aminopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole. NMR (DMSO6, delta): 2.59 (3H, s), 4.00-4.10 (1H, m), 4.19-4.21 (1H, m), 5.32-5.45 (2H, m), 6.16-6.22 (2H, m), 6.29 (1H, d, J=16 Hz), 6.38-6.45 (2H, m), 6.48 (1H, d, J=8 Hz), 6.83-6.87 (1H, m), 7.11-7.23 (2H, m), 7.37-7.48 (2H, m), 7.48-7.58 (2H, m), 7.61 (1H, d, J=8 Hz), 7.70 (1H, d, J=8 Hz), 7.99-8.09 (2H, m), 8.20 (1H, d, J=8 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 167837-43-6.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6344462; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 22353-40-8, 2,3-Dichloro-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, 22353-40-8, blongs to pyridine-derivatives compound. Recommanded Product: 22353-40-8

Anhydrous SnCl2 (300 g, 1.58 mol) and concentrated HCl (350 mL) were charged to a 5L flask with mechanical stirrer and thermocouple. The flask was cooled in ice and the product of Example 2B (100 g, 0.518 mol) was added in portions maintaining the temperature below 65 C. After the addition was complete, the cold bath was removed, and the mixture was stirred for 2 hours at ambient temperature. The mixture was cooled in ice as 25% aqueous NaOH (1000 mL) was added to bring the mixture to pH>10. The mixture was extracted with CH2Cl2 (1*600 mL, 2*400 mL) and the combined extracts were washed with brine (200 mL), dried (MgSO4), and concentrated under vacuum. The residual solid was crystallized from a mixture of water (500 mL) and ethanol (100 mL) to provide the title compound as a solid. 1H NMR (CDCl3, 300 MHz) delta 3.80 (br s, 2H), 7.10 (d, J=3 Hz, 1H), 7.77 (d, J=3 Hz, 1H); MS (DCI/NH3) m/z 180/182/184 (M+NH4)+163/165/167 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22353-40-8, its application will become more common.

Reference:
Patent; Buckley, Michael J.; Ji, Jianguo; US2004/242644; (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 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (E)-3-(6-Aminopyridin-3-yl)acrylic acid

(1) To methanol (5 ml) in dry ice-acetone bath was added thionyl chloride (0.41 ml) dropwise over 5 minutes. After (E)-3-(6-Aminopyridin-3-yl)acrylic acid (700 mg) was added to the mixture, the reaction mixture was heated at reflux for 1 hour, and the solvent was removed under reduced pressure. The reaction mixture was adjusted to pH 8 with saturated sodium bicarbonate aqueous solution and extracted with dichloromethane. The organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The precipitate was collected by vacuum filtration and washed with isopropyl ether to give methyl (E)-3-(6-aminopyridin-3-yl)acrylate (725 mg) as a solid. mp: 173-175 C. NMR (DMSO-d6, delta): 3.67 (3H, s), 6.32 (1H, d, J=16 Hz), 6.45 (1H, d, J=8 Hz), 6.57 (2H, s), 7.51 (1H, d, J=16 Hz), 7.79 (1H, dd, J=2, 8 Hz), 8.15 (1H, d, J=2 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 167837-43-6.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5994368; (1999); A;,
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. 67310-56-9, name is 1-(5-Hydroxypyridin-2-yl)ethanone, the common compound, a new synthetic route is introduced below. Recommanded Product: 1-(5-Hydroxypyridin-2-yl)ethanone

A mixture of Example 28A (0.1 g, 0.235 mmol), l-(5-hydroxypyridin-2-yl)ethanone (0.065 g, 0.471 mmol), potassium carbonate (0.065 g, 0.471 mmol) and potassium iodide (2.73 mg, 0.016 mmol) in acetone (2.0 mL) was stirred at 140 C (0-450 W) in a Biotage Initiator microwave reactor for 45 minutes. The suspension was filtered, and the filtrate was concentrated. This residue and NaBH^ (0.089 g, 2.35 mmol) in methanol was stirred at ambient temperature overnight. The reaction mixture was concentrated, and the residue was purified by HPLC (10-85% acetonitrile in 0.1% trifluoroacetic acid/water at 25 mL/minute on aPhenomenex Luna CI 8 5 mupiiota 100 A AXIA column (250 mm x 21.2 mm)) to give 59 mg of the title compound as a white solid.JH NMR (400 MHz, DMSO-<) delta ppm 8.74 (d, / = 26.6 Hz, 2H), 8.30 (d, / = 2.8 Hz, 1H), 7.81 - 7.60 (m, 2H), 7.47 (t, / = 8.9 Hz, 1H), 7.05 (dd, / = 11.4, 2.8 Hz, 1H), 6.83 (ddd, / = 9.0, 2.9, 1.2 Hz, 1H), 4.85 (q, / = 6.5 Hz, 1H), 4.61 (s, 2H), 4.46 (s, 2H), 2.25 (s, 6H), 1.37 (d, / = 6.5 Hz, 3H). MS (ESI+) m/z 464.0 (M+H)+. The synthetic route of 67310-56-9 has been constantly updated, and we look forward to future research findings. Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1214336-41-0, Methyl 5-bromo-3-chloropicolinate, 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: Methyl 5-bromo-3-chloropicolinate, blongs to pyridine-derivatives compound. name: Methyl 5-bromo-3-chloropicolinate

[013381 NaBH4 (6 g, 158.52 mmol, 3.97 equiv) was added to a solution of methyl 5-bromo-3- chloropyridine-2-carboxylate (10 g, 39.92 mmol, 1.00 equiv) in methanol (150 mL) at 0C. The reaction was stirred for 3 h at 0C. The reaction was then quenched by water, diluted with ethyl acetate, washed with saturated sodium bicarbonate and brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. This resulted in the title compound (8.9 g, crude) as a light yellow solid. LCMS [M+H] 224.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214336-41-0, Methyl 5-bromo-3-chloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (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 832735-60-1, name is 7-Bromo-[1,2,4]triazolo[4,3-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrN3

To a suspension of 7-bromo-[l,2,4]triazolo[4,3-a]pyridine (930.9 mg, 4.70 mmol) and diphenylmethanimine (1.70 g, 9.38 mmol) in toluene (40 mL) were added Pd2(dba)3 (217.7 mg, 0.24 mmol), BINAP (293.4 mg, 0.45 mmol) and t-BuONa (908.4 mg, 9.45 mmol). The reaction mixture was stirred at 100 C overnight and quenched with water (50 mL), and the resulting mixture was extracted with EtOAc (100 mL x 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v) = 1/20) to give the title compound as a brown solid (1.66 g, yield 46.3%).MS (ESI, pos. ion) m/z: 299.2 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 832735-60-1.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); 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. 83766-88-5, name is 2-(tert-Butoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H13NO

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

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, 83766-88-5, 2-(tert-Butoxy)pyridine.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 886365-22-6, 5-Bromo-2-methoxyisonicotinic 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, 886365-22-6, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Bromo-2-methoxyisonicotinic acid

XXV-6 was obtained following the synthetic scheme as described above. MS (ES) m/z (M+H) 231.95.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-22-6, its application will become more common.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem