Category: pyridine-derivatives

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. 14150-94-8, name is 1-Methyl-3,5-dinitro-1H-pyridin-2-one. A new synthetic method of this compound is introduced below., Recommanded Product: 14150-94-8

General procedure: To a solution of the dinitropyridone 1 (50 mg, 0.25 mmol) in ethanol (10 mL), 4-phenyl-3-buten-2-one (4a) (36.5 mg, 0.25 mmol) and NH4OAc (578 mg, 7.5 mmol) were added, and the resultant mixture was heated at 65 C for 24 h. After removal of the solvent, the residue was washed with benzene (3 × 10 mL) to remove unreacted ketone 4a and treated with column chromatography on silica gel (eluent: hexane/ethyl acetate =95/5) to afford 5-nitro-2-(2-phenylethenyl)pyridine (5a) (41 mg, 0.18 mmol, 72%) as a yellow powder. The reactions of the dinitropyridone 1 with other ketones 4b-f or 10a-c were performed in a similar way.

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, 14150-94-8, 1-Methyl-3,5-dinitro-1H-pyridin-2-one.

Reference:
Article; Le, Song Thi; Asahara, Haruyasu; Nishiwaki, Nagatoshi; Chemistry Letters; vol. 44; 6; (2015); p. 776 – 778;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1480-65-5, Adding some certain compound to certain chemical reactions, such as: 1480-65-5, name is 5-Chloro-2-fluoropyridine,molecular formula is C5H3ClFN, 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 1480-65-5.

To a suspension of cesium carbonate (3.76 g, 11.5 mmol) in DMF (20 mL) at room temperature was added 5-chloro-2-fluoropyridine (1.00 mL, 9.96 mmol) and benzylmercaptan (1.15 mL, 9.80 mmol). The reaction mixture was stirred at room temperature for 16 h and heated to 60 °C for 6 h. The reaction mixture was diluted with Et20. The organic phase was washed with water (2 x), brine and dried over MgS04. The filtrate was concentrated under reduced pressure and the residue was purified by flash column chromatography on silica gel ( 5percent to 10percent EtOAc in heptane) to give the title compound (2.33 g, 9.88 mmol, 101percento yield) as a colorless oil that was used without further purification in the next step. MS) m/z = 236.1 [M+H]+

According to the analysis of related databases, 1480-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1196155-38-0, 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. 1196155-38-0, name is 2-Chloro-6-(trifluoromethyl)isonicotinonitrile, molecular formula is C7H2ClF3N2, 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 solution of methyl 3,5-dihydroxybenzoate 2 (163 mg, 0.97 mmol) in DMF (10 mL) at RT, were added K2C03 (161 mg, 1.16 mmol) and 2-chloro-6- (trifluoromethyl)isonicotinonitrile 1 (200 mg, 0.97 mmol). The reaction mixture was stirred at RT for 16 h. The mixture was quenched with water (20 mL) and extracted with EtOAc (2 x 20 mL), and the combined organic extracts were washed with brine (10 mL), dried (Na2S04), filtered and concentrated. The residue was purified (silica gel; eluting 20-25percent EtOAc/hexanes) to afford compound 3 (110 mg, 34percent) as a white solid. 1H NMR (500MHz, CDC13): delta 7.59 (s, 1H), 7.41 – 7.44 (m, 2H), 7.36 (s, 1H), 6.90 (br s, 1H), 3.91 (s, 3H); LCMS Mass: 339.1 (M++l).

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 1196155-38-0, 2-Chloro-6-(trifluoromethyl)isonicotinonitrile.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin W.; HUTCHINSON, John Howard; CALDERON, Imelda; (202 pag.)WO2016/144703; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1200498-46-9 ,Some common heterocyclic compound, 1200498-46-9, molecular formula is C7H3FN2O2, 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.

Dimethylformamide (10 muL, 0.14 mmol) and oxalyl chloride (119 muL, 1.38 mmol) is added to acetonitrile (3.7 mL) and stirred at room temperature for 10 minutes. 5-Cyano-3-fluoro-pyridine-2-carboxylic acid (213 mg, 1.28 mmol) is added and the mixture is stirred for another 10 minutes.

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. 1200498-46-9, 5-Cyano-3-fluoropicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GREEN, Steven James; HEMBRE, Erik James; MERGOTT, Dustin James; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR., Leonard Larry; US2014/371212; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 866546-07-8, 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. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

To 5-chloro-lH-pyrrolo[2,3-]rhoyridine (10.0 g, 65.6 mmol) in EtOAc (70 mL) at 0 C was added dropwise over 15 h a solution of m-chloroperbenzoic acid (57%, 17.9 g,104 mmol) in EtOAc (80 mL). The reaction mixture was stirred for 20 h at RT. Then, the mixture was cooled to -40C and the solids were filtered off and rinsed with cold EtOAc. The solid was taken up in water (70 mL) and treated dropwise with 30% aq. K2CO3 until pEta was 11. The solution was warmed for 30 min, cooled to 0 0C, filtered and dried in vacuo. Analysis (NMR) indicated the presence of m- chloroperbenzoic acid. The solid was taken up in 10% MeOH in DCM and washed with EPO 30% aq. K2CO3 until all m-chlorobenzoic acid was removed. The organic layer was dried over Na2SO4, filtered and concentrated to provide 2.61 g (24% yield) of 5-chloro-lH- pyrrolo[2,3-b]pyridine-iV-oxide (C). The combined mother liquors were concentrated. Flash chromatography (5% MeOEta- DCM) provided and additional 1.49 g (13% yield) contaminated with -10 % of the benzoic acid. LC/MS (M + H+) 168.76.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/127587; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6304-16-1 , The common heterocyclic compound, 6304-16-1, name is (4-Pyridyl)acetone, molecular formula is C8H9NO, 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.

EXAMPLE 41 2-[(Aminocarbonyl)amino]-4-methyl-5-(4-pyridyl)-3-thiophenecarboxamide Prepared by the method of Example 26 from (4-pyridyl)acetone. MS (ES) 275 (M-H)-. 1H NMR (DMSO-D6) 8.55 (2H, m), 7.2 (4H, m), 7.1 (2H, m), 2.35 (3H, s).

The synthetic route of 6304-16-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baxter, Andrew; Brough, Stephen; Faull, Alan; Johnstone, Craig; McInally, Thomas; US2002/107252; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 407-20-5, 3-Bromo-5-fluoropyridine, 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, 407-20-5, blongs to pyridine-derivatives compound. Recommanded Product: 407-20-5

To a solution of diisopropylamine (6.899 g, 9.555 mL, 68.18 mmol) in THF (75 mL) cooled to -78C, was added butyllithium (25 mL of 2.5 M in hexanes, 62.5 mmol). The reaction mixture was allowed to warm to -20C then cooled back down to -78C. A solution of 3-bromo-5-fluoro-pyridine (10 g, 56.82 mmol) in THF (25 mL) was added dropwise keeping temperature below -70C (approx 30 mins). The reaction mixture was stirred at – 78C for 30 mm and a solution of 1,1,1,2,2,2-hexachloroethane (14.8 g, 62.5 mmol) in THF (20 mL) was then added dropwise, keeping temperature below -70C (over approx 30 mins). The mixture was stirred at -78C for 20 minutes, allowed to warm to room temperature, cooled back to 0C and quenched with water (100 mL). EtOAc (400 mL) was then added, and organic layer separated, washed with water (2x), brine (lx), dried (Mg504), filtered and concentrated in vacuo to leave a brown solid. The solid was triturated in pentane (lOOmL) for 10 minutes, then filtered. The filtrate was concentrated in vacuo to afford product as a brown oil that turned to a crystalline solid on standing, 11.85 g, 89%). ?H NMR (DMSO-d6) oe 8.78 (s, 1H), 8.76 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,407-20-5, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BOYALL, Dean; CHARRIER, Jean-Damien; DAVIS, Chris; DURRANT, Steven; ETXEBARRIA I JARDI, Gorka; FRAYSSE, Damien; KAY, David; KNEGTEL, Ronald; PINDER, Joanne; WO2015/84384; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1137-68-4, Adding some certain compound to certain chemical reactions, such as: 1137-68-4, name is 2-(2-Pyridyl)benzimidazole,molecular formula is C12H9N3, 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 1137-68-4.

EXAMPLE 9 To a solution of (2S)-N-[4-(5-bromopentyl)oxy-5-methoxy-2-nitrobenzoyl) pyrrolidine-2-carboxarbaldehyde diethyl thioacetal 2c (549 mg, 1 mmol) in dry DMF (10 ml_) was added anhydrous K2CO3 (552 mg, 4 mmol) and the 2-(2- pyridyl)benzimidazole 4a (195 mg, 1 mmol). The reaction mixture was stirred at room temperature for 48 h. TLC using ethyl acetate as a solvent system monitored the reaction. The potassium carbonate was removed by suction filtration and the solvent was removed under vacuum. The crude product was purified by column chromatography using 2% MeOH-CHCI3 as eluent to afford pure compound of 9b (498 mg, 75%). 1H NMR (CDCI3): 8.62 (d, J = 5.1 Hz, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.75-7.87 (m, 2H), 7.47-7.51 (m, 1 H), 7.45 (s, 1H), 7.20-7.35 (m, 3H), 6.77 (s, 1 H), 4.82 (d, J = 3.7 Hz, 1 H), 4.57-4.71 (m, 3H), 4.02-4.15 (m, 2H), 3.97 (s, 3H), 3.10-3.30 (m, 1 H), 2.90-3.08 (m, 1 H), 2.65-2.85 (m, 4H), 2.45-2.62 (m, 2H), 1.60-2.40 (m, 6H), 1.44-1.50 (m, 2H), 1.30-1.42 (m, 6H) ESIMS: m/z 666 (M+).

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. 1137-68-4, 2-(2-Pyridyl)benzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; WO2009/113085; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-43-8, 2-Trifluoromethylnicotinic 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, 131747-43-8, blongs to pyridine-derivatives compound. COA of Formula: C7H4F3NO2

Alternate coupling procedure:Combine 4-(4,5-dimethyl-6-(4-(methylamino)piperidin-l-yl)pyridazin-3- yl)benzonitrile (300 mg, 0.93 mmol), 2-(trifluoromethyl)nicotinic acid (210 mg, 1.12 mmol) and diisopropylethylamine (0.79 mL, 4.51 mmol) in a 4: 1 mixture of DMF and DMSO (20 mL). Heat the mixture briefly at 60 0C to dissolve the solids, and then cool to 0 0C. Add a solution of perfluorophenyl diphenylphosphinate (750 mg, 1.96 mmol) in a 4: 1 mixture of DMF and DMSO (1 mL) dropwise. Heat the resulting mixture at 60 0C overnight. Partition the reaction mixture between aqueous NaHCO3 solution and CH2Cl2. Wash the organic layer with brine, dry over Na2SO4, filter, and concentrate under reduced pressure. Purify the resulting residue by flash silica gel chromatography (20:5: 1 hexanes: EtOAc: 2 M NH3/MeOH) to provide the free base of the title compound (346 mg, 75%). ES/MS m/z 495.2 (M+l). Form the HCl salt as described above.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-43-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; BASTIAN, Jolie, Anne; CLAY, Julia, Marie; COHEN, Jeffrey, Daniel; HIPSKIND, Philip, Arthur; LOBB, Karen, Lynn; SALL, Daniel, Jon; WILSON (NEE TAKAKUWA), Takako; THOMPSON, Michelle, Lee; WO2010/56588; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 155601-65-3, 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 155601-65-3 as follows.

2,6-difluoronicotinaldehyde was obtained as described in M. Schlosser and T. Rausis, Eur. J. Org. Chem. 2004, 1018.A mixture of 2,6-difluoronicotinaldehyde (2 g, 13.9 mmol), 2-amino-5- methylphenol (1.7 g, 13.8 mmol) and 2,3-butanedione monoxime (1.065 g, 10.5 mmol) in acetic acid (120 mL) was heated at 120C for 1.5 hours. After cooling down to room temperature, zinc powder (2 g) was added and the mixture heated one hour at 120C and left overnight at room temperature. The suspension is then filtered and filtrate is reduced to about 20 mL. Water was added (about 100 mL) and aqueous KOH was added up to pH ~ 8. The mixture was extracted with dichloromethane and the crude obtained purified by column chromatography using CH2Cl2/Et20 as eluent. The ligand was obtained as a beige solid (2.14 g, yield 68 %).1H MR (CDC13, 400 MHz) : delta 8.28 (t, J= 8.0 Hz, IH) ; 7.25 (d, J= 1.6 Hz, IH) ; 7.09 (d, J= 8.4 Hz, IH) ; 6.99 (ddd, J= 8.0, 2.0, 0.8 Hz, IH) ; 6.79 (dd, J= 8.4, 2.8 Hz, IH) ; 2.27 (s, 3H) ; 2.24 (d, J= 0.8 Hz, 3H) ; 2.19 (d, J= 0.8 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,155601-65-3, its application will become more common.

Reference:
Patent; SOLVAY SA; NAZEERUDDIN, Mohammad Khaja; BARANOFF, Etienne David; GRAETZEL, Michael; WO2012/19948; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem