Tag: M.W:100-200

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

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

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

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

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

Adding a certain compound to certain chemical reactions, such as: 1074-98-2, 3-Methyl-4-nitropyridine 1-oxide, 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, 1074-98-2, blongs to pyridine-derivatives compound. Application In Synthesis of 3-Methyl-4-nitropyridine 1-oxide

The substance obtained in Process 1 (5.83 g) and sodium dichromate dehydrate (11.4 g) were slowly added to the concentrated sulfuric acid (39.5 mL) at 0 C. and reacted at room temperature for 4 hours. The reaction solvent was poured into ice (80 g) and water (100 mL) was slowly added thereto. Sodium hydrogen sulfite was further added thereto until the orange color of hexavalent chromium faded and the precipitate was filtered out. Ethyl acetated and 1N hydrochloric acid were added to the filtered out solid substance, extracted and washed. The layer of ethyl acetate was concentrated under reduced pressure to obtain the powder of 4-nitronicotinic acid-N-oxide (3.23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1074-98-2, its application will become more common.

Reference:
Patent; Ajinomoto Co., Inc.; US2005/222141; (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 26956-43-4, name is Furo[3,2-c]pyridin-4(5H)-one. This compound has unique chemical properties. The synthetic route is as follows. Safety of Furo[3,2-c]pyridin-4(5H)-one

Preparation 20; 7-Bromofuro [3,2-c] pyridine; 7-Bromo-5H-furoF3, 2-clpyn; Add N-bromosuccinimide (63.16 g, 354.9 mmol) as a solution in anhydrous acetonitrile (480 mL) to a suspension of 5H-furo [3,2-c] pyridin-4-one (36.9 g, 273 mmol) in anhydrous acetonitrile (740 mL) at 0 C over 1 hour. Warm to room temperature, add anhydrous methyl alcohol (1.5 L) and stir at room temperature for 18 hours. Quench with water (20 ml) and saturated sodium bicarbonate (20 mL), concentrate to a volume of 1.3 liters, and pour into water (1.3 L). Collection of the precipitate by filtration and drying (vacuum oven 2 days 40-60 C) gives the title compound as an off-white solid. ESMS: (m/z) = 213.9, 215.9 (M++1).

With the rapid development of chemical substances, we look forward to future research findings about 26956-43-4.

Reference:
Patent; ELI LILLY AND COMPANY; WO2003/76442; (2003); 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.5832-43-9, name is 4-Methyl-5-nitropicolinic acid, molecular formula is C7H6N2O4, molecular weight is 182.13, as common compound, the synthetic route is as follows.Formula: C7H6N2O4

To a solution of 4-methyl-5-nitro-2-pyridinecarboxylic acid (1.0 g, 5.5 mmol) in methanol (50 mL) was added concentrated HQ (8 mL, 97 mmol) at room temperature. The mixture was heated at reflux for 18h, then cooled to room temperature. The crude mixture was partitioned between EtOAc and saturated NaHCO3 and the aqueous layer was extracted with EtOAc (twice). The combined organic phase was washed with brine, dried over anhydrous MgS0 , filtered and concentrated to provide methyl 4-methyl-5-nitropicolinate. -NMR (CDC13, 500 MHz), delta 9.23 (s, 1H), 8.16 (s, 1H), 4.06 (s, 3H), 2.77 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5832-43-9, 4-Methyl-5-nitropicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CATO, Brian; FRIE, Jessica, L.; KIM, Dooseop; PASTERNAK, Alexander; SHI, Zhi-Cai; WO2014/85210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 145255-19-2, 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. 145255-19-2, name is 5-Aminopyridine-2-carboxamide, molecular formula is C6H7N3O, 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 stirring slurry of 5-aminopyridine-2-carboxamide (47 mg, 0.35 mmol) in dichloromethane (1 mL) and DIEA (80 mu, 0.46 mmol) at 0 C was added a slurry of cold 2-fluoro-6-[2- (trideuteriomethoxy)-4-(trifluoromethoxy)phenoxy]-4-(trifluoromethoxy)benzoyl chloride (104 mg, 0.230 mmol) in dichloromethane (1 mL) dropwise. The reaction mixture was removed from ice bath after 10 minutes and stirred at room temperature for 18 hours. The reaction was concentrated in vacuo and purified by HPLC (10-99% acetonitrile/5 mM HCl) to provide 5-[[2-fluoro-6-[2-(trideuteriomethoxy)-4- (trifluoromethoxy)phenoxy]-4-(trifluoromethoxy)benzoyl]amino]pyridine-2-carboxamide (24 mg, 19%). ESI-MS m/z calc. 552.10, found 552.9 (M+l)+; retention time (Method C): 2.57 minutes. NMR (400 MHz, DMSO-d6) delta 11.26 (s, 1H), 8.84 (s, 1H), 8.26 (dd, J = 8.7, 2.5 Hz, 1H), 8.07 – 7.95 (m, 2H), 7.55 (s, 1H), 7.43 – 7.25 (m, 2H), 7.21 (d, J = 2.8 Hz, 1H), 7.08 – 6.93 (m, 1H), 6.56 (s, 1H) ppm.

According to the analysis of related databases, 145255-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 188577-68-6, 4,5-Dichloropyridin-2-amine, 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: 4,5-Dichloropyridin-2-amine, blongs to pyridine-derivatives compound. name: 4,5-Dichloropyridin-2-amine

a solution of phosgene (20% solution in toluene, 0.186 ml, 0.353 mmol) in THF (2 ml) was added triethylamine (0.141 ml, 1.01 mmol). To the resulting white suspension was added a solution7-(dimethoxymethyl)-1 ,2,3,4-tetrahydro-1 ,8-naphthyridine (intermediate 4, 70 mg, 0.336 mmol) inTHF (2 ml) drop wise. The resulting yellow suspension was stirred at room temperature for I h. 4,5- dichloropyridin-2-amine (65.7 mg, 0.403 mmol) in THF (1 ml) was added to the mixture and stirredroom temperature for 16 h. The reaction mixture was filtered through a silica gel plug and washed with heptanes/EtOAc 1:1(35 ml), the filtrate was concentrated. The residue was dissolveddioxane (1 ml) and treated with HCI (4 M in dioxane, I ml, 4.0 mmol). The mixture was stirred atroom temperature for 2 h, diluted with DCM and quenched with saturated aqueous NaHCO3. The org. layer was collected and the water layer was extracted with DCM. The combined org. layers were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was dissolved in acetonitrile/NMP/TFA, filtered through a syringe filter (0.2 pm) and purified by preparative reverse phase LC-MS (RP 1). The clean fractions were combined and lyophilized toobtain the title compound as an off white solid.1H NMR (400 MHz, DMSO-d5) 5 13.73 (s, IH), 9.94 (s, IH), 8.56 (s, IH), 8.34 (s, IH), 7.94 (d, IH),7.68 (d, IH), 4.03-3.95 (m, 2H), 2.95 (t, 2H), 2.01-1.90 (m, 2H).(UPLC-MS 1) Sample prepared in MeOH; tR 1.15, 1.28 mm; ESl-MS 383.1 [M+MeOH+H], 351.0[M+H].

The synthetic route of 188577-68-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOePFEL, Thomas; LEBLANC, Catherine; MAH, Robert; NIMSGERN, Pierre; RIPOCHE, Sebastien; LIAO, Lv; XIONG, Jing; ZHAO, Xianglin; HAN, Bo; WANG, Can; WO2015/59668; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem