Tag: M.W:100-200

Reference of 17368-12-6, 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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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.

General procedure: To a vigorously stirred solution of 2-chloro-6-hydroxypyridine(0.13 g, 1.0 mmol) in acetonitrile (2 mL) at room temperature was added a 6 M aqueous solution of potassium hydroxide (2 mL). Difluoromethyltriflate (0.38 mL, 3.0 mmol, 3 equiv.) was added dropwiseto the reaction mixture which was maintained at room temperature by means of a water bath (the reaction is exothermic), and the medium was stirred for 30 min. The mixture was diluted with water(20 mL) and extracted with diethyl ether (2 ¡Á10 mL) and ethyl acetate(3 ¡Á10 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel with pentane/diethylether (100:0 to 70:30) as eluent to afford the pure title compound

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 17368-12-6, 2-Chloro-4-hydroxypyridine.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16179-97-8, 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. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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.

4.1 Synthesis of bis(2-carboxymethylpyridinium) hexafluorosilicate, (I) 2-Pyridineacetic acid hydrochloride (L1 ? HCl; 5.21 g, 0.003 mol) was dissolved in boiling methanol (250 mL) and to the obtained solution the fluorosilicic acid (FSA, 45%, 2.7 mL, molar ratio L1 ? HCl: FSA = 1: 3) was added. A reaction mixture stored at ambient conditions prior to the beginning of crystallization of the reaction product (6.50 g, 81.9%). Colorless transparent crystals with the composition (L1H)2[SiF6] (I). Anal. found, %: Si 6.87, N 7.31, F 29.48. Calcd. for C14H16F6N2O4S?: Si 7.18, N 7.18, F 29.22. Mass spectrum: [ML1]+¡¤ (m/z = 137, I = 42%). IR-spectrum: 3337, 3257, 3053, 3025 [nu(N+H)], 1729, 1717, 1683 [nu(C = ?), delta(N+H)], 737 [nu(SiF)], 482, 405 [delta(SiF2)]. 19F NMR (282 MHz, D2O): delta = -132.59 ppm (s, SiF62-).

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 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Article; Gelmboldt, Vladimir O.; Anisimov, Vladimir Yu.; Shyshkin, Ivan O.; Fonari, Marina S.; Kravtsov, Victor Ch.; Journal of Fluorine Chemistry; vol. 205; (2018); p. 15 – 21;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 605661-83-4, 2-Amino-4-chloronicotinic 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, Formula: C6H5ClN2O2, blongs to pyridine-derivatives compound. Formula: C6H5ClN2O2

A solution of 2-amino-4-chloronicotinic acid (1.0 g, 5.84 mmol), a catalytic amount of DMF and S0C12 (2.13 mL, 29.2 mmol) in 1 ,2-dichloroethane (12 mL) was heated at 80 C for 4 hours. The reaction mixture was concentrated under vacuum. A solution of the crude compound in diethyl ether and ammonia was stirred at room temperature for 15 h. The reaction mixture was concentrated under vacuum. The residue was dissolved in triethyl orthoformate and the resulting mixture was heated at 80 C for 16 h. The reaction mixture was again concentrated under vacuum and the crude was purified by column chromatography (silica gel, eluent dichloromethane/methanol 98:2) to afford 5- chloropyrido[2,3-d]pyrimidin-4(3H)-one (100 mg) as a yellow solid. MS (ESI) m/z: 182.31 [C7H4C1N30+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,605661-83-4, 2-Amino-4-chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; (223 pag.)WO2018/21977; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 71902-33-5 , The common heterocyclic compound, 71902-33-5, name is 3,5-Difluoropyridine, molecular formula is C5H3F2N, 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.

Step 1;To a solution of 3,5-difluoropyridine (5.4 g, 46.8 mmol, 1 eq.) in MeOH (45 mL) was added NaOMe (7.5 g, 140.4 mmol). The mixture was divided into three microwave tubes and individually heated at 135 C. for 1 h in a microwave reactor. The three tubes were combined, concentrated, and diluted with a mixture EtOAc (100 mL) and brine (30 mL). The organic layer was dried over Na2SO4 and concentrated. The crude was re-dissolved in MeOH (45 mL) and added NaOMe (7.5 g, 140.4 mmol). The mixture was again divided into three microwave tubes and individually heated at 135 C. for 1 h in a microwave reactor. The three tubes were combined and concentrated. The crude was dissolved in a mixture of EtOAc (200 mL) and brine (30 mL). The organic layer was dried over Na2SO4, concentrated, and purified on silica gel using a mixture of EtOAc and hexanes as eluent to give 3,5-dimethoxypyridine (3.73 g, 57%) as an off-white solid. 1H NMR (400 MHz, CDCl3) delta 7.98 (d, J=2.4 Hz, 2H), 6.76 (t, J=2.4 Hz, 1H), 3.88 (s, 6H). LRMS (M+H+) m/z 140.1.

The synthetic route of 71902-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1072-97-5, 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 1072-97-5, name is 5-Bromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

In a 200 ml three-necked flask equipped with a stirrer and a thermometer, add 50 ml of a 48% hydrobromic acid solution, and dissolve 6.9 g (0.048 mol) of cuprous bromide in the hydrobromic acid solution.Slowly add 6 g (0.04 mol) of 2-amino-5-bromopyridine while maintaining the temperature in an ice-water bath at 0 C.Keep the temperature for 20 minutes, slowly add 10 ml of saturated sodium nitrite solution, and stir for 3.5 hours after the addition.The reaction was neutralized with 40% sodium hydroxide solution to pH = 7-8, and the product was distilled under reduced pressure with a yield of 64%.

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 1072-97-5, 5-Bromopyridin-2-amine.

Reference:
Patent; Changzhou Chuanyou Environmental Protection Technology Co., Ltd.; Ni Jun; (5 pag.)CN110759858; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13438-65-8, 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 13438-65-8 as follows.

A mixture of 2-aminonicotinamide (0.85 g, 6.20 mmol), mono-tert-butyl succinate (1.620 g, 9.30 mmol), HATU (3.54 g, 9.30 mmol) and TEA (1.728 mL, 12.40 mmol) in DMF was stirred at 60C for 20 h. The mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated. The residual material was absorbed onto a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 0% to 60% 1M NH3-MeOH in DCM, to provide tert-butyl 4- ((3-carbamoylpyridin-2-yl)amino)-4-oxobutanoate (0.70 g, 2.386 mmol, 38.5 % yield) (including -30% unidentified compound) as a light-yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13438-65-8, its application will become more common.

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John L.; CHAKKA, Nagasree; DIMAURO, Erin F.; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Xin; WO2014/36022; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60032-57-7, 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.60032-57-7, name is 2-Methylnicotinaldehyde, molecular formula is C7H7NO, molecular weight is 121.14, as common compound, the synthetic route is as follows.

[00348] To a solution of 2-methyl -pyridine 3-carbaldehyde (14) (0.5 g, 4.1 mmol) in pyridine (2.5 mL) was added malonic acid (0.65g, 6.1 mmol) and catalytic piperidine (0.2 mL). The reaction mixture was refluxed at 100 C for 3 h and then concentrated under reduced pressure. The residue was diluted with water and the solid product was filtered to give fE)-3-(2-methylpyridin-3-yl) acrylic acid 15. Yield (0.47 g, 71 %). 1H MR (400 MHz, DMSO-< Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/42414; (2015); 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. 14667-47-1, name is Methyl 2-aminonicotinate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8N2O2

To a stirred solution of methyl 2-aminonicotinate (1.3 g, 8.54 mmol) and methyl propionate (20.08 mL, 214 mmol) in THF (20 mL) was added sodium 2-methyl- propan-2-olate (2.053 g, 21.36 mmol) portionwise over 1 min. The reaction was stirred at rt for 40 min and at 100 C for 4 h. After this time the reaction was cooled to rt and evaporated in vacuo. The resulting solid was dissolved in water (20 mL) and neutralized to pH 7 with 1.0M aqueous HCl. The resulting solid was filtered and dried under vacuum overnight to give 3 -methyl- 1,8 -naphthyrid- ine-2,4-diol as a tan solid. Mass Spectrum (ESI) m/e = 177.2 (M + 1).

The synthetic route of 14667-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Yi; CUSHING, Timothy D.; GONZALEZ LOPEZ DE TURISO, Felix; HE, Xiao; KOHN, Todd J.; LOHMAN, Julia Winslow; PATTAROPONG, Vatee; SEGANISH, Jennifer; SHIN, Youngsook; SIMARD, Jillian L.; WO2010/151737; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59290-82-3, 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 59290-82-3, name is 3-Nitroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-nitroisonicotinic acid (1.75 g, 10.1 mmol), l-amino-2-methylpropan-2-ol (968 ul, 10.1 mmol), 2-(lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium tetrafluoroborate (4.86 g, 15.1 mmol) and triethylamine (4.9 ml, 35.3 mmol) in tetrahydrofurane (60 ml) was stirred over the week-end at rt. The reaction mixture was diluted with ethyl acetate, washed with water, with brine, dried with magnesium sulfate and concentrated. The crude product was purified by silica gel chromatography using a CH2Cl2/MeOH gradient as eluent, providing the title compound as off-white solid (255 mg, 11%).MS: M = 240.0 (M+H)+

According to the analysis of related databases, 59290-82-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; GRUBER, Felix; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; WO2011/154327; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1095823-39-4, 5-Chloro-4-(trifluoromethyl)pyridin-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, Recommanded Product: 5-Chloro-4-(trifluoromethyl)pyridin-2-amine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Chloro-4-(trifluoromethyl)pyridin-2-amine

No. I.5-451: 5-Ethylcarbonyloxy-4-methyl-1-(5-chloro-4-trifluoromethylpyridin-2-yl)-1,5-dihydro-2H-pyrrol-2-one 5-Hydroxy-4-methyl-2,5-dihydrofuran-2-one (300 mg, 2.63 mmol, 1.0 equiv) and 2-amino-5-chloro-4-trifluoromethylpyridine (568 mg, 2.89 mmol, 1.1 equiv) were dissolved in abs. toluene (12 ml) and stirred under reflux conditions for 16 h. After cooling to room temperature, the reaction mixture was filtered off with suction and, after thorough drying, 5-(5-chloro-4-trifluoromethylpyridin-2-yl)amino-4-methyl-2,5-dihydrofuran-2-one was isolated without any further purification in the form of a colorless solid (530 mg, 68% of theory).). 1H-NMR (400 MHz, d6-DMSO delta, ppm) 8.43 (s, 1H), 8.36 (d, 1H), 7.06 (s, 1H), 6.78 (d, 1H), 6.15 (m, 1H), 2.07 (s, 3H). 5-(5-Chloro-4-trifluoromethylpyridin-2-yl)amino-4-methyl-2,5-dihydrofuran-2-one (250 mg, 0.85 mmol, 1.0 equiv) was dissolved in propionic anhydride (2.22 g, 20 equiv) and stirred at a temperature of 155 C. for 4 h. After cooling to room temperature, the reaction mixture was filtered off with suction, and final purification by column chromatography of the resulting crude product (gradient ethyl acetate/heptane) gave 5-ethylcarbonyloxy-4-methyl-1-(5-chloro-4-trifluoromethylpyridin-2-yl)-1,5-dihydro-2H-pyrrol-2-one in the form of a colorless solid (35 mg, 12% of theory). 1H-NMR (400 MHz, CDCl3 delta, ppm) 8.67 (s, 1H), 8.39 (s, 1H), 7.42 (s, 1H), 6.02 (m, 1H), 2.39-2.32 (m, 2H), 2.08 (s, 3H), 1.17 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1095823-39-4, 5-Chloro-4-(trifluoromethyl)pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; Bayer Aktiengesellschaft; FRACKENPOHL, Jens; FRANKE, Jana; HELMKE, Hendrik; REINGRUBER, Anna Maria; DIETRICH, Hansjoerg; MACHETTIRA, Anu Bheemaiah; GATZWEILER, Elmar; ROSINGER, Christopher Hugh; SCHMUTZLER, Dirk; LUEMMEN, Peter; (181 pag.)US2020/79765; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem