Category: pyridine-derivatives

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. 52568-28-2, name is 2-(Pyridin-2-yl)propan-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 52568-28-2

General procedure: To a solution of the acid (1 equiv.) in DCM (0.2 M) were added EDCI (1.2 equiv.), HOBt (1.2 equiv.), DIPEA (1.2 equiv.) at 0 C. After the mixture was stirred for 10 min, the amine (1.2 equiv.) was added. The reaction was stirred overnight at room temperature. Then water was added and the mixture was extracted with DCM. The combined organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography on silica gel to give the desired product.

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, 52568-28-2, 2-(Pyridin-2-yl)propan-2-amine.

Reference:
Article; Wang, Haifeng; Niu, Youhong; Zhang, Guoying; Ye, Xin-Shan; Tetrahedron Letters; vol. 57; 41; (2016); p. 4544 – 4548;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 911434-05-4, 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. 911434-05-4, name is 5-Bromo-2-methyl-3-nitropyridine, molecular formula is C6H5BrN2O2, 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 mixture of iron filings (5 g, 89.29 mmol, 3.88 equiv) and ammonium chloride (1 g, 18,70 mmol, 0.81 equiv) in ethanol (66 mL) and water (33 mL) was added a solution of 5-bromo-2- methyl-3-nitropyridine (5 g, 23.04 mmol, 1 .00 equiv) in ethanol (50 mL) dropwise at 90 C. The reaction mixture was stirred for 1 0 min at 90 C and then cooled to rt. The solid material was removed by filtration. The filtrate was concentrated under vacuum and the residue was purified on a si lica gel column eluted with ethyl acetate/petroleum ether ( 1 :2) to yield 1 .6 g (37%) of the title compound as a yellow solid. LC/MS (Method I, ESI). RT= 0.81 min, m z =- 187.0; 189.0 [M+H]

According to the analysis of related databases, 911434-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4487-59-6, 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. 4487-59-6, name is 2-Bromo-5-nitropyridine, molecular formula is C5H3BrN2O2, 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.

A mixture of 2-bromo-5-nitropyridine (12.0 g, 59.1 mmol, CAS No.: 4487-59-6) and copper (I) cyanide (7.94 g, 88.7 mmol) in N,N-dimethylformamide (50 mL) was heated under reflux for 16 hours. After being cooled down to room temperature, the reaction mixture was poured into water and then extracted with ethyl acetate (100 mL x 3). The combined organiclayer was washed with brine, and then dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford 8.0 g of 5-nitropyridine-2-carbonitrile (yield was 90.8%).

According to the analysis of related databases, 4487-59-6, 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.; WANG, Lisha; YUN, Hongying; ZHANG, Weixing; ZHENG, Xiufang; WO2015/22301; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 128071-98-7, 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 128071-98-7 as follows.

Intermediate E-XI (4-Bromo-pyridin-2-vD-hvdrazine A flask was charged with a stir bar, 4-bromo-2-fluoro-pyridine (2.00 g), and hydrazine hydrate (5.5 mL). The resulting mixture was vigorously stirred at room temperature overnight. Then, 4 M aqueous NaOH solution (5 mL) and water (10 mL) were added and the mixture was vigorously stirred for another 10 min. The precipitate was separated by filtration, washed with water, and dried at 50 0C. The title compound was isolated as a colorless solid. Yield: 1.57 g (74% of theory).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,128071-98-7, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; HIMMELSBACH, Frank; WO2010/89303; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 849937-96-8, 5-Bromo-2,4-dichloropyridine, 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, COA of Formula: C5H2BrCl2N, blongs to pyridine-derivatives compound. COA of Formula: C5H2BrCl2N

Example 123 N-[l-cyclopropyl-2-(5-methyl-l,2,4-oxadiazol-3-yl)propan-2-yl]-5-(3-hydroxyoxetan- 3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide 3-(4,6-dichloro-3-pyridyl)oxetan-3-ol To a solution of 5-bromo-2,4-dichloropyridine (CAN 849937-96-8, 15 g, 66.1 mmol) in dry THF (300 ml) cooled down to -15C under an argon atmosphere was added isopropyl magnesium chloride, lithium chloride complex (53.4 ml, 69.4 mmol) and the mixture was stirred at -15C for 1 hour. Then oxetan-3-one (5.24 g, 72.7 mmol) was added neat to the reaction mixture cooled at -15C, reaction mixture was stirred and let to warm up to room temperature overnight. Reaction was quenched by addition of water and stirred for 5 minutes. Reaction was diluted with ethyl acetate and was transfered into a separatory funnel. The organic phase was extracted with a saturated aqueous solution of ammonium chloride and the organic phase was collected. The aqueous phase was back-extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate and evaporated down to dryness. The crude material was purified by flash chromatography on silica eluting with a heptane/ethyl acetate gradient to yield the title compound (10.5mg, 72%). MS (ESI, m/z): 220.4 (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,849937-96-8, 5-Bromo-2,4-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; RICKLIN, Fabienne; ROEVER, Stephan; ROGERS-EVANS, Mark; ROMBACH, Didier; SCHULZ-GASCH, Tanja; WESTPHAL, Matthias; WO2014/86805; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15128-82-2, 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. 15128-82-2, name is 2-Nitropyridin-3-ol, molecular formula is C5H4N2O3, 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.

3-Hydroxy-2-nitropyridine (175 mg, 1.21 mmol) and triphenylphosphine (440 mg, 1.65 mmol) were added sequentially to a stirred solution of (1S)-1-(2,6-dichloro-3-fluorophenyl)ethanol (229.8 mg, 1.1 mmol) in THF (10 mL) under a nitrogen atmosphere. The reaction mixture was maintained at room temperature for 1 h and then diisopropyl azo-dicarboxylate (0.34 mL, i.65 mmol) was added at 0C. The mixture was stirred for an additional 12 h. The reaction mixture was evaporated under vacuum to give an oil. The residue was purified by flash chromatography (eluting with 20->25% EtOAc in hexanes) to give the title compound as a white solid (321.5 mg; 0.97 mmol; 88.3% yield); MS (APCI) (M+H)+ 331; SFC-MS: 99.5%ee. 1H NMR (400 MHz, chloroform-D) 8 ppm 1.85 (d, J=6.6 Hz, 3 H) 6.10 (q, J=6.6 Hz, 1 H) 7.04 -7.13 (m, 1 H) 7.21 (dd, J=8.5, 1.14 Hz, 1 H) 7.30 (dd, ^=9.0, 4.9 Hz, 1 H) 7.37 (dd, J=Q.6, 4.6 Hz, 1 H) 8.04 (dd, Jt4.6, 1.3 Hz, 1 H).

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 15128-82-2, 2-Nitropyridin-3-ol.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15128-82-2, 2-Nitropyridin-3-ol, 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, Computed Properties of C5H4N2O3, blongs to pyridine-derivatives compound. Computed Properties of C5H4N2O3

Preparation 3; Preparation of 3-Oxo-3,4-dihydro-2/-/-pyridoF3,2-d1f 1 ,41oxazine-6-carboxaldehvde; (a) 2-Bromo-5-hydroxy-6-nitropyridine; 3-Hydroxy-2-nitropyridine (20 g, 0.143 mole) was dissolved in methanol (400 ml_) and a solution of 25% sodium methoxide in methanol (33 ml_, 0.13 mole) was added at – room temperature. The mixture was stirred for 30 min, then was cooled to 0 0C, and bromine (7.2 ml_, 0.14 mole) was added slowly. The reaction was stirred at 0 0C for 30 min, then was quenched with glacial AcOH (2.5 ml_). The solvent was removed in vacuo to afford material (30 g, 96%), which was used without further purification: MS (ES) m/z219.0 (M + H)+.

The synthetic route of 15128-82-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/81179; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 104508-24-9 ,Some common heterocyclic compound, 104508-24-9, molecular formula is C7H5BrN2, 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.

Racemic 2,2-difluoro-8-(1-hydroxyethyl)-2H-1 ,4-benzoxazin-3(4H)-one (50 mg; may be prepared as described in intermediate 4), 6-(bromomethyl)-2-pyridinecarbonitrile (64.5 mg, may be prepared as described in intermediate 39), potassium carbonate (60.3 mg, 0.436 mmol) and potassium iodide (0.362 mg, 2.182 mumol) were dissolved in DMF (2000 mul) in a 10 ml. round-bottomed flask open to the atmosphere and stirred at room temperature overnight. The reaction mixture was evaporated to dryness, redissolved in EtOAc (30ml) and treated with saturated aqueous sodium bicarbonate (30ml). The aqueous layer was extracted with EtOAc (2x30ml) and the organic layers were combined, washed with brine (30ml), dried over magnesium sulfate, fiitered and evaporated to dryness to give the crude product (94mg) as a pale yellow oil. The crude product was purified on a 25+S Biotage silica cartridge, eluting with a 0 to 70 % mixture of EtOAc in hexane to give a colourless oil (67 mg). 53 mg of this racemic mixture was resolved using a Chiralpak IA column eluting with heptane: ethanol (80:20) v/v pump- mixed. Using these conditions the faster-running enantiomer (18 mg, Compound 61 or 62) and the slower-running enantiomer (17 mg, Compound 61 or 62) were obtained in >98% enantiomeric excess as white solids. 1H NMR (CD3OD) delta: 1.45 (3H, d), 5.24 (1 H, q), 5.43 (2H, s), 7.10 (1 H, dd), 7.20 (1 H, t), 7.39, (1 H, d), 7.65 (1 H, d), 7.78 (1 H, d), 7.98 (1 H, t). m/z [M+H]+: 346.2. Retention time 0.91 min (LC/MS method 3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,104508-24-9, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 116632-24-7, 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. 116632-24-7, name is 2-Amino-4,6-dichloropyridine. A new synthetic method of this compound is introduced below.

Reference Example 4 6-chloro-4-fluoropyridin-2-amine (0375) 7.46 g (49.11 mmol) of cesium fluoride were added at room temperature to a mixed solution of 2.00 g (12.27 mmol) of 4,6-dichloropyridin-2-amine and 30 ml dimethyl sulfoxide. After completion of the addition, said reaction mixture liquid was stirred for 12 hours at 170 C. After completion of the stirring, the reaction was stopped by addition of 100 ml of water, and said reaction liquid was extracted with ethyl acetate (2×300 ml). The organic layer obtained was dried with anhydrous sodium sulfate, and the solvent distilled off under reduced pressure. The residue obtained was purified by silica gel chromatography (n-hexane:ethyl acetate=9:1 to 5:5), and 95 mg of the desired compound were obtained as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116632-24-7, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; NAKAYA, Yoshihiko; MASUZAWA, Yoshihide; FURUHASHI, Takamasa; MIYAKADO, Yuuki; HOTTA, Hiroyasu; INABA, Masamitsu; (76 pag.)US2016/221998; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 70201-43-3, 3-Bromoisonicotinaldehyde, 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: C6H4BrNO, blongs to pyridine-derivatives compound. Formula: C6H4BrNO

[0068] To a solution of 3-bromo-4-pyridinecarboxaldehyde 3 (3.0 g, 16.2 mmol) in absolute methanol (40 mL) was added NaBH4 (0.736 g 19.5 mmol) at 0C. The mixture was stirred at 0C for 2 hours under nitrogen. The solvent was then removed under vacuum. Water and ethyl acetate were added and the organic layer was washed with water, dried over Na2SO4 and evaporated under vacuum to afford the compound 4 (3.021 g, 100%) as a white powder. 1H NMR (CDCl3, 300 MHz, 298 K, delta ppm): 8.61 (s, 1 H), 8.51 (d, 1H, J = 4.8 Hz), 7.55 (d, 1H, J = 4.8 Hz), 4.76 (s, 2 H), 2.89 (s, 1H). 13C NMR (CDCl3, 75.5 MHz, 298 K, delta ppm): 151.14, 149.45, 148.54, 122.47, 119.90, 63.47. GC/MS (m/z): 188 IR (KBr, v, cm-1): 3152, 2894, 2829, 1593, 1447, 1401, 1333, 1223, 1170, 1070, 1024, 834, 705, 599

The synthetic route of 70201-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSA (Institut National des Sciences Appliquees) de Rouen; Centre National de la Recherche Scientifique (CNRS); Universite de Rouen; VFP Therapies; Marsais, Francis; Levacher, Vincent; Papamicael, Cyril; Bohn, Pierre; Peauger, Ludovic; Gembus, Vincent; Le Fur, Nicolas; Dumartin-Lepine, Marie-Laurence; EP2759536; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem