Day: September 15, 2021

Synthetic Route of 620-08-6 , The common heterocyclic compound, 620-08-6, name is 4-Methoxypyridine, molecular formula is C6H7NO, 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.

General procedure: An test tube was charged with acetophenone (1a, 0.6 mmol, 72.1 mg), pyridine (2a, 0.6 mmol, 47.5 mg), methyl acrylate (3a, 0.3 mmol, 25.8 mg), K2CO3 (2.4 mmol, 331.7 mg) , I2 (1.2 mmol, 304.6 mg), CuI (0.06 mmol, 11.4 mg) and 1 mL DMF. The reaction mixture was stirred at 90 C for 16 h. After completion of the reaction, the reaction mixture was diluted with EtOAc, and washed with 10% Na2S2O3 solution (50 mL). Then the mixture was extracted with EtOAc (20 mL×3), and the combined organic layers were dried over Na2SO4, filtered, and concentrated invacuo. The remaining crude product was then purified through column chromatography using silica gel (EtOAc/petroleum ether = 1/10) to afford 4a as a yellow solid in 66% yield.

The synthetic route of 620-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Youlai; He, Lisheng; Pan, Weidong; Yang, Yuzhu; Tetrahedron; vol. 75; 27; (2019); p. 3767 – 3771;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4487-59-6, 2-Bromo-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, name: 2-Bromo-5-nitropyridine, blongs to pyridine-derivatives compound. name: 2-Bromo-5-nitropyridine

Example 3 5-Nitropyridine-2-carbonitrile, a Compound of Formula 1 in which C Comprises 5-nitropyridin-2-yl and R8 is –CN A mixture comprising 2-bromo-5-nitropyridine (5.6 g, 27.7 mmol), cuprous cyanide (2.5 g, 27.4 mmol) and DMF (5 mL) was heated at 105 C. for 2.5 hours, cooled and diluted with methylene chloride (200 mL). The mixture was stirred 20 minutes, filtered and concentrated under reduced pressure. The residue was dissolved in methylene chloride and the solution was washed sequentially with 2N sodium hydroxide (150 mL), 7M ammonium hydroxide (150 mL) and water (150 mL), dried (MgSO4), filtered and concentrated under reduced pressure to provide 5-nitropyridine-2-carbonitrile (3.14 g, 21 mmol) as a yellow oil. 1 H-NMR (300 Mhz, DMSO-d6): 8.4 (d, 1H), 8.8 (d, 1H), 9.5 (s, 1H); MS (EI); Calculated for C6 H3 N3 O2, 149.1, Found (MH+): 149.

The synthetic route of 4487-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Axys Pharmaceuticals, Inc.; US6150379; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 914358-73-9, Adding some certain compound to certain chemical reactions, such as: 914358-73-9, name is 5-Bromo-2-methylpyridin-3-amine,molecular formula is C6H7BrN2, 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 914358-73-9.

A mixture of 4.00 g (21.4 mmol) C-3, 4.3 mL (32 mmol) 2,4-difluorobenzenesulfonyl chloride, 5.2 mL (64 mmol) pyridine and 50 mL DCM is stirred at RT for 5 h. After completion of the reaction, the solvent is removed under reduced pressure, the crude product is taken up in 50 mL water and extracted twice with 100 mL DCM. The combined organic layers are dried over MgS04 and the solvent is removed under reduced pressure. The crude product can be used without further purification. Yield: 7.88 g (91%).

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. 914358-73-9, 5-Bromo-2-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 71902-33-5, 3,5-Difluoropyridine, 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: 71902-33-5, blongs to pyridine-derivatives compound. Recommanded Product: 71902-33-5

Example 19Preparation of 3-chloro-1-(5-fluoropyridin-3-yl)-1H-pyrazol-4-amineTo a stirred solution of 5-chloro-1H-pyrazol-4-amine, HCl (2 g, 12.99 mmol) and cesium carbonate (8.89 g, 27.3 mmol) in DMF (13 mL) was added 3,5-difluoropyridine (1.794 g, 15.58 mmol) and the mixture heated at 70° C. for 12 h.The mixture was cooled to room temperature and filtered.The solids were washed with copious amount of ethyl acetate.The filtrates was washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo to give a brown solid.This solid was dissolved in ethyl acetate and the resulting solution was saturated with hexanes to precipitate 3-chloro-1-(5-fluoropyridin-3-yl)-1H-pyrazol-4-amine (2.31 g, 10.32 mmol, 79percent yield) as a brown solid: 1H NMR (400 MHz, DMSO-d6) delta 8.89-8.82 (m, 1H), 8.45 (d, J=2.5 Hz, 1H), 8.07 (d, J=10.4 Hz, 1H), 7.94 (s, 1H), 4.51 (s, 2H); EIMS (m/z) 213 ([M+1]+).3-Bromo-1-(5-fluoropyridin-3-yl)-1H-pyrazol-4-amine was prepared from the corresponding pyrazole as described in Example 19: mp 164-165° C.; 1H NMR (400 MHz, CDCl3) delta 8.65 (d, J=1.7 Hz, 1H), 8.36 (d, J=2.5 Hz, 1H), 7.76 (dd, J=5.9, 3.6 Hz, 1H), 7.48 (s, 1H), 3.22 (s, 2H).

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

Reference:
Patent; Yap, Maurice C.H.; Buysse, Ann M.; Knueppel, Daniel; Zhang, Yu; Garizi, Negar; Niyaz, Noormohamed M.; Lowe, Christian T.; Hunter, Ricky; Trullinger, Tony K.; Demeter, David A.; Pernich, Dan; Deamicis, Carl; Ross, JR., Ronald; Johnson, Timothy C.; US2012/110702; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 615568-23-5, Adding some certain compound to certain chemical reactions, such as: 615568-23-5, name is (2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol,molecular formula is C8H9NO3, 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 615568-23-5.

To a stirred solution of (2,3-dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol (24 g, 0.14 mol) in anhydrous CH2Cl2 (500 mL) was added activated MnO2 (25.0 g, 0.28 mol) at 0 C. in portions. The mixture was stirred at room temperature for 5 hours and another batch of activated MnO2 (25.0 g, 0.28 mol) was added in identical fashion. The mixture was stirred at room temperature overnight. The mixture was filtered through a Celite pad and the filtrate was concentrated. The residue was purified via column chromatography (silica gel, EtOAc/petroleum ether 1:15 to 1:10) to yield 2,3-dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde (16.0 g, 67%) as a yellow solid. MS (ES+) 166.2 (M+H)+. 1H NMR delta (CDCl3) 4.40 (s, 2H), 4.91 (s, 2H), 7.37 (d, 1H), 7.61 (d, 1H), 9.65 (s, 1H).

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. 615568-23-5, (2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bhattacharya, Samit K.; Cameron, Kimberly O.; Fernando, Dilinie P.; McClure, Kim F.; Kung, Daniel W.; Londregan, Allyn T.; Simila, Suvi T. M.; US2011/230461; (2011); 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 86873-60-1, name is 5-Chloro-2-picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 86873-60-1

A mixture of 5-chloro-2-pyridinecarboxylic acid (1.0 g, 6.35 mmol) and cone. H2SO4 (0.1 ml) was heated in EtOH (10 ml) at 80 0C for 16 hours. After cooling and concentrating at reduced pressure, the residue was dissolved in EtOAc (50 ml), washed with saturated NaHCO3 (25 ml) and brine (25 ml), dried (MgSO4), filtered and re-concentrated at reduced pressure giving the title compound (990 mg, 84%).LCMS data: Calculated MH+ (186); Found 98% (MH+) m/z 186, Rt = 1.13 min. NMR data: 1H NMR (250 MHz, CDCl3) delta ppm 8.63 – 8.76 (1 H, m), 8.10 (1 H, d, J=8.4 Hz), 7.82 (1 H, dd, J=8.5, 2.4 Hz), 4.49 (2 H, q, J=7.2 Hz), 1.45 (3 H, t, J=7.2 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 86873-60-1.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/135842; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15827-84-6, 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 15827-84-6, name is 4-Aminonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Example 11 4-Amino-3-(5-morpholin-4-yl-1H-benzimidazol-2-yl)-1,6-naphthyridin-2(1H)-one LiHMDS (3.3 eq) was added to ethyl (5-morpholin-4-yl-1H-benzimidazol-2-yl)acetate (1.0 eq) and 4-aminopyridine-3-carbonitrile (see J. Chem. Soc. 1967, p1558-1564; 1.0 eq) in THF at 0 C. The reaction was stirred overnight. The resulting mixture was quenched with an aqueous saturated NH4Cl solution and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. The crude material was washed successively with CH2Cl2 and MeOH, and then was purified by reverse phase HPLC to provide the desired product. LC/MS m/z 363.2 (MH+), Rt 1.55 minutes.

According to the analysis of related databases, 15827-84-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Renhowe, Paul A.; Machajewski, Timothy; Shafer, Cynthia M.; Wernette-Hammond, Mary Ellen; Pecchi, Sabina; US2002/103230; (2002); 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. 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Bromo-2-chloro-3-nitropyridine

In a vial are introduced 1 ml of MeOH and 50 8 rng (2.21 mmol) of Na. After dissolution of the metal, the solution was added to a suspension of 5-bromo-2-chloro-3-nrtropyridine (Matrix, Columbia, USA, 500 mg, 2.11 mmol) in MeOH (2 ml) The reaction mixture is stirred for 1 h at O6C and for 15 h at rt, then concentrated and quenched with water. The precipitate was filtered, washed with water (2x) and dried under vacuum to give the title compound as a pale yellow solid (HPLC. tR 3.06 mm (Method A)

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, 67443-38-3, 5-Bromo-2-chloro-3-nitropyridine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15128-82-2 ,Some common heterocyclic compound, 15128-82-2, molecular formula is C5H4N2O3, 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.

Preparation 3; Preparation of 3-Oxo-3.4-dihydro-2H-pyrido[3,2-bi? ,41oxazine-6-carboxaldehyde; 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. EPO MS (ES) m/z219.0 (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,15128-82-2, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/81264; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1215387-58-8, 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 1215387-58-8 as follows.

To a solution of 5-bromo-lH-pyrrolo[2,3-c]pyridine (0.9 g, 4.57 mmol, 1.0 eq), Zn(CN)2 (0.32 g, 2.74 mmol, 0.6 eq), Pd(PPh3)4 (234.5 mg, 0.457 mmol, 0.1 eq) in DMF (11.0 mL) at 147 C for 3.5 h under microwave irridiation. After the reaction was complete, it was extracted with EA. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The resulting residue was purified by column chromatography (EA/PE = 1/1, v/v) to provide lH-pyrrolo[2,3-c]pyridine-5-carbonitrile (0.567 g, 78%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1215387-58-8, its application will become more common.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem