Category: pyridine-derivatives

Synthetic Route of 799293-73-5, Adding some certain compound to certain chemical reactions, such as: 799293-73-5, name is 3-Bromofuro[3,2-c]pyridin-4-amine,molecular formula is C7H5BrN2O, 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 799293-73-5.

1, 1-dimet ylet yl 5-(4-aminofuro[3,2-clDyridin-3-yl)-2,3-di vdro-1H-indole-1-carboxylate 3-Bromofuro[3,2-c]pyridin-4-amine (7.23 g, 33.9 mmol), 1 , 1-dimethylethyl 5-(4, 4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-indole-1-carboxylate (12.90 g, 37.4 mmol), PdCI2(dppf)-CH2CI2 adduct (1 .39 g, 1 .702 mmol), 1 ,4-Dioxane (300 mL), and saturated aqueous sodium bicarbonate (100 mL, 100 mmol) were added to a 3-neck, 1 L flask equipped with a reflux condenser and a heating mantle. The flask was evacuated and filled with nitrogen 4 times, and then the mixture was stirred at reflux under Nitrogen for 2 hr. HPLC showed complete conversion, so it was cooled and allowed to stir at room temperature overnight. The crude mixture was then filtered through celite, rinsing with EtOAc (500 mL). The filtrate was washed with half-saturated aqueous NaHC03 (500 mL), and the aqueous phase was back-extracted with ethyl acetate (1 * 500 mL). The combined organic phases was washed with brine (1 * 500 mL), dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by flash chromatography (Analogix, 600 g Si02, 20%-100% EtOAc in hexanes gradient over 60 minutes, then 100% EtOAc for 30 more minutes). The product fractions were combined and concentrated in vacuo to give 1 , 1-dimethylethyl 5-(4-aminofuro[3,2-c]pyridin-3-yl)-2,3-dihydro-1 H-indole-1 – carboxylate (9.23 g, 26.3 mmol, 77 % yield) as an off-white solid. LC/MS (ES) m/z = 352 [M+H]+

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. 799293-73-5, 3-Bromofuro[3,2-c]pyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6318-51-0, Adding some certain compound to certain chemical reactions, such as: 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone,molecular formula is C12H8ClNO, 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 6318-51-0.

2.0 g (4-chlorophenyl)(2-pyridyl)methanone,Dissolved in 15 mL of hydrogen peroxide (30% aqueous solution in mass concentration)Add 5mL of acetic acid,The reaction was heated to 85C for 12h and TLC detected the progress of the reaction.Until the reaction of the raw material is complete,Add saturated sodium bicarbonate solution,Dichloromethane extraction,Wash, combine the organic phase,Drying over anhydrous sodium sulfate, filtration,Remove the solvent under reduced pressureA white solid of 2.1 g was obtained with a yield of 95%.

According to the analysis of related databases, 6318-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Three Gorges University; Zhou Haifeng; Wang Baigui; Liu Qixing; Jiang Xiaolan; (7 pag.)CN106831549; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 934180-48-0, Adding some certain compound to certain chemical reactions, such as: 934180-48-0, name is 4-Chloro-2-methoxy-3-nitropyridine,molecular formula is C6H5ClN2O3, 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 934180-48-0.

Tin(II)chloride dihydrate (12 g, 53.19 mmol) was added to a solution of 4-chloro-2-methoxy-3-nitropyridine (2 g, 10.64 mmol) in ethyl acetate (30 mL) and the resultant suspension heated at 70 C. with stirring for 2 h. The reaction mixture was cooled to ambient temperature, the pH adjusted to pH 9-10 by addition of saturated sodium carbonate (aq.) and extracted with ethyl acetate (3 100 mL). The combined extracts were dried (MgSO4) and concentrated in vacuo to give the crude product. Purification by chromatography on silica gel with EtOAc:heptane (1:9, v/v) as eluent afforded the product as a colourless oil (1.28 g, 76%).Data for 3-amino-4-chloro-2-methoxypyridine: MS (ESI) m/z:159/161 ([M+H]+).

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. 934180-48-0, 4-Chloro-2-methoxy-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. Organon; US2007/112019; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 136888-17-0 ,Some common heterocyclic compound, 136888-17-0, molecular formula is C7H5ClN2O, 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.

C. 5-Chloro-3-(2-thenoyl)-6-azaoxindole Pellets of sodium metal (232 mg, 10 mmol) were added to dry ethanol (10 mL) in a dry round-bottomed flask. When dissolution of the sodium was complete, solid 5-chloro-6-azaoxindole (340 mg, 2.0 mmol) was added followed by ethyl 2-thiophenecarboxylate (0.54 mL, 4.0 mmol). The mixture was heated under nitrogen at reflux overnight during which a precipitate formed. The mixture was cooled, poured into ice/water and acidified to pH 4 with 6N HCl solution. The solid product (475 mg) was collected by filtration, washed with water, and dried in the air. This material was recrystallized from methanol to afford the title compound (190 mg, 34%). 1H NMR (DMSO-d6): delta 10.62 (br s, 1 H), 8.79 (d, J = 3.2 Hz, 1 H), 7.92 (s, 1H), 7.77 (d, J = 5 Hz, 1 H), 7.65 (s, 1 H), 7.17-7.14 (m, 1 H).

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. 136888-17-0, 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; EP436333; (1991); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 22282-96-8 , The common heterocyclic compound, 22282-96-8, name is 2-Bromo-6-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, 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.

A suspension of 6-bromo-2-methyl-3-nitropyridine (XIV) (250 g, 1.15 mol, 1.00 eq) and NH4C1 (300 g, 5.61 mol, 4.88 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 65C. To this mixture was added Fe (130 g, 2.33 mol, 2.02 eq) and HQ (15.3 g, 419 mmol, 0.36 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-2-methylpyridin-3-amine (XV) as brown solid (373 g, 1.99 mol, 86.7% yield) which was used for the next step without any purification. NMR (DMSO- e, 400 MHz) delta ppm 6.01 (dd, J = 2.3, 7.9 Hz, 2H), 7.03 (d, J = 8.2 Hz, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The synthetic route of 22282-96-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24003; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 19235-89-3, 4-Chloropyridine-2-carbonitrile, 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-Chloropyridine-2-carbonitrile, blongs to pyridine-derivatives compound. name: 4-Chloropyridine-2-carbonitrile

Potassium carbonate (9.00 g) was dried in vacuo with heating, cooled to RT under nitrogen. 4-amino-3-ntrophenol (3.355 g), 4-chloro-2-cyanopyridine (3.00 g) and DMSO (30 mL, anhydrous) were added. The system was stirred under nitrogen as it was heated to 103 C., and held at this temperature 1 hr. The reaction was then cooled to RT, poured onto ice/H2O (500 mL) the precipitate was collected, washed (H2O), dissolved (EtOAc), dried (Na2SO4), filtered and stripped to a solid. This was suspended (Et2O), collected, air-dried 4.1015 g (73.5%) a second crop was collected (0.5467 gm, 10%). M/z=257 (M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19235-89-3, 4-Chloropyridine-2-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Amiri, Payman; Fantl, Wendy; Levine, Barry Haskell; Poon, Daniel J.; Ramurthy, Savithri; Renhowe, Paul A.; Subramanian, Sharadha; Sung, Leonard; US2004/122237; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 185041-05-8 ,Some common heterocyclic compound, 185041-05-8, molecular formula is C7H5ClINO2, 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.

Containing 4 g of 2-chloro-4-iodo-nicotinate (12.87 mmol) in 50 ml dimethylformamide solution, was added 3.6 g of t-butyl cyanoacetate (25.75 mmol, 2 eq.), 7.1 g potassium carbonate (51.5 mmol, 4 equiv.) and 13 mg of cuprous iodide (0.1 mmol, 0.01 eq.) and the solution was stirred overnight at 50 deg.] C, the solvent is removed to give residue was purified with silica gel column to give the product, 4- (2-tert-butoxy-1-cyano-2-oxoethyl) -2-chloro-nicotinic acid methyl ester (2.8 g, 66% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,185041-05-8, its application will become more common.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; ARNDT, JOSEPH; CHAN, TIMOTHY; GUCKIAN, KEVIN; KUMARAVEL, GNANASAMBANDAM; LEE, WEN-CHERNG; LIN, EDWARD YIN-SHIANG; SCOTT, DANIEL; SUN, LIHONG; THOMAS, JERMAINE; VAN VLOTEN, KURT; WANG, DEPING; ZHANG, LEI; ERLANSON, DANIEL; (469 pag.)TWI525093; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 947249-27-6, name is 2-Bromo-3-(difluoromethoxy)pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-3-(difluoromethoxy)pyridine

To a steel bomb were charged with 2-methoxyethanol (20ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95g, 8.7 mmol), cone. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g,, 1.7 mmol). The reaction mixture was heated at 100 0C for 23 h, then cooled to 0 0C, and partitioned between mixture of EtOAc/aq. 3 N NaOHZH2O (40ml/10ml/30ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30ml), brine (40ml), dried (Na2SO^, and concentrated to produce 1.12 g of 3-(difiuoromethoxy)pyridin-2-amine which was carried forward without further purification: LCMS (m/z, MH+): 161.0, tR = 0.31min.

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, 947249-27-6, 2-Bromo-3-(difluoromethoxy)pyridine.

Reference:
Patent; NOVARTIS AG; WO2009/115572; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 777931-67-6, 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 777931-67-6, name is 3-Bromo-2-chloro-6-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 31(6.83 g, 30.7 mmol) in THF (120 mL) was added i-PrMgCl·LiCl (ca.1.0 Msolution in THF, 32.2 mL, 32.2 mmol) at -20C. After 2 h, DMF (7.2 mL, 92.1 mmol) was added dropwise at -20C. The resulting mixture was stirred at room temperature for 30 min. The reaction mixture was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material including 12was applied to the following reaction without further purification.

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 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine.

Reference:
Article; Inai, Makoto; Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki; Chemical and Pharmaceutical Bulletin; vol. 64; 7; (2016); p. 723 – 732;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 866775-18-0, 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 866775-18-0 as follows.

Step 1: 3-Amino-6-(1-methyl-1H-pyrazol-4-yl)-5-(trifluoromethyl)picolinic acid3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A4) (500 mg, 1.672 mmol), PdCl2(dppf).CH2Cl2 adduct (205 mg, 0.251 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (383 mg, 1.839 mmol) and Cs2CO3 (6.69 ml, 6.69 mmol) in THF (12 ml) under N2, was heated using microwave radiation at 150 C. for 10 minutes. 2M NaOH (5 ml) was added and the mixture was stirred at RT overnight. The mixture was filtered through Celite (filter material) and the organic solvent was removed. The resulting aqueous layer was washed with EtOAc and acidified to pH1. The product was extracted with DCM and concentrated in vacuo to afford the title compound;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,866775-18-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; US2011/230483; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem