Day: March 18, 2022

Related Products of 89978-52-9, 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 89978-52-9, name is Ethyl 2-bromoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Example 19; 2-(3-Cyano-4-phenylpyrrole-1-yl)isonicotinic acid ethyl ester; To a solution of 4-phenyl-1H-pyrrole-3-carbonitrile (0.1 g) in toluene (0.70mL) were added 2-bromo-isonicotinic acid ethyl ester (0.19 g), potassium phosphate (0.31 g), (1R,2R)-(-)-N,N’-dimethylcyclohexane-1,2-diamine (0.02 g) and copper iodide (0.007 g) at room temperature, and this mixture was stirred at 110C for 24 hours. The insoluble material was removed by filtration through Celite, and this filtrate was concentrated. This obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane = 10/90 – 66/34) to give the title compound (0.066 g).

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 89978-52-9, Ethyl 2-bromoisonicotinate.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2133331; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 56826-61-0, 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 56826-61-0 as follows.

(2-Methyl-pyridin-3-yl)-methanol (1.0 g, 8.13 mmol) was dissolved in dry CH2Cl2 (30 mL) and argon gas was purged for 10 min. Dess-Martin periodinane (4.5 g, 10.5 mmol) was added to the reaction mixture at 0 C, The reaction mixture was allowed to come to rt and further stirred for 2 h. The reaction mixture was quenched with saturated NaHCO3 solution. The organic product was extracted with EtOAc, The combined organic extracts were washed with saturated sodium thiosulfate solution, water and brine solution. Solvent was removed under reduced pressure to the crude 2-methylnicotinaldehyde (600 mg, crude), which was used as such for the next step. TLC: 100% EtOAc, Rf = 0.4. 1H NMR (300 MHz, CDCl3) delta 10.33 (s, 1H), 8.70-8.68 (dd, J = 4.8 Hz, 1.8 Hz, 1H), 8.12-8.09 (dd, J = 7.7 Hz, 1.8 Hz, 1H), 7.36-7.32 (dd, J = 7.7 Hz, 4.8 Hz, 1H), 2.89 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56826-61-0, its application will become more common.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19621; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17117-17-8, 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.17117-17-8, name is 3-Bromo-5-ethoxypyridine, molecular formula is C7H8BrNO, molecular weight is 202.05, as common compound, the synthetic route is as follows.

1-Benzyl-1,7-diazaspiro[4.4]nonane (500.0 mg, 2.4 mmol) was dissolved in dry toluene (15 mL) in a 50 mL round bottom flask equipped with a magnetic stirring bar. Nitrogen was bubbled through the solution in a slow stream. To the stirring solution was added 3-bromo-5-ethoxypyridine (513.8 mg, 2.55 mmol), potassium tert-butoxide (1039.0 mg, 9.26 mmol), rac-2,2′-bis(diphenylphosphino-1,1′-binaphthyl (86.4 mg, 0.14 mmol) and tris(dibenzylideneacetone)dipalladium(0) (63.6 mg, 0.06 mmol), while continuing to purge with nitrogen. Nitrogen flow was discontinued and the flask was sealed and heated at 90 C for 8 h. The reaction was cooled and the solvent was removed by rotary evaporation. The resulting residue was suspended in saturated aqueous sodium bicarbonate (10 mL) and extracted with chloroform (4 x 25 mL). The combined organic extracts were dried (Na2SO4), filtered, and concentrated by rotary evaporation to a thick dark mass. Purification by column chromatography, using methanol/chloroform (2:98, v/v) as the eluent, gave 0.54 g of the desired compound as a light brown viscous liquid (69 %).

The chemical industry reduces the impact on the environment during synthesis 17117-17-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TARGACEPT, INC.; WO2004/5293; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 886365-46-4, 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 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

5-Chloro-3-methylpicolinic acid (42.1 mg, 240 muiotaetaomicron) was suspended in dichloromethane (3 mL), the suspension was cooled to 0-5C (ice bath) and oxalyl chloride (42.6 mg, 29.4 muL·, 336 mupiiotaomicron) as well as dimethylformamide (0.137 M in toluene, 43.8 mu, 6 mupiiotaomicron) were added. The mixture was stirred for 17 h at room temperature. Then, it was concentrated in vacuo (40C, 5 mbar) to afford 5-chloro-3-methylpicolinoyl chloride as brown oil (48 mg, quant.). After that, tert-butyl ((4aR,5R,9R)-5-(6-amino-3-fluoropyridin-2-yl)-3,3-difluoro-5,8,8-trimethyl-9-oxido- 2,3,4,4a,5,8-hexahydro-[l,4]thiazino[2, l-f][l,2]thiazin-7-yl)carbamate (Int-51AAp, 80 mg, 168 mumol) was dissolved in dichloromethane (5 mL), the solution cooled to 0-5C (ice bath) and N,N-diisopropylethylamine (41.3 mg, 55.8 muL·, 320 muiotaetaomicron) was added, followed by a solution of 5-chloro-3-methylpicolinoyl chloride (vide supra, 50.6 mg, 240 mupiiotaomicron) in dichloromethane (3 mL). The reaction mixture was stirred for 15 min at 0-5C, followed by 90 min at room temperature. Then, an aqueous solution of sodium carbonate (10%, 15 mL) was added, the mixture was stirred for 10 min at room temperature. After phase separation, the aqueous layer was extracted the dichloromethane (2 x 10 mL), the combined organics were dried (sodium sulfate) and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 12 g, eluting with ethyl acetate / n-heptane, gradient 10:90 to 40:60) to yield, after drying in vacuo (40C, 5 mbar), the title compound as an off-white solid (61 mg, 58%). HPLC (method LCMS_gradient) tR = 3.86 min. MS (ES+) m/z 629.2 [M+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 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; CUENI, Philipp; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; KUGLSTATTER, Andreas; OBST SANDER, Ulrike; PETERS, Jens-Uwe; ROGERS-EVANS, Mark; VIFIAN, Walter; WOLTERING, Thomas; (231 pag.)WO2016/55496; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 870997-87-8, 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.870997-87-8, name is 2-Amino-N-methylnicotinamide, molecular formula is C7H9N3O, molecular weight is 151.17, as common compound, the synthetic route is as follows.

(2) Production of 3-methyl-2-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[2,3-d]-pyrimidin-4(3H)-one: 2-Amino-N-methylnicotinamide (105 mg, 0.69 mmol), 4-(3-piperidin-1-ylpropoxy)benzamide (171 mg, 0.69 mmol) and p-toluenesulfonic acid monohydrate (66 mg, 0.35 mmol) were suspended in toluene (2 mL), and stirred under reflux for 24 hours. After cooled to room temperature, DDQ (157 mg, 0.69 mmol) and THF (2 mL) were added thereto and stirred at room temperature for 5 hours. The reaction solution was diluted with ethyl acetate, then washed with aqueous 1 N sodium hydroxide solution and saturated saline water, and the organic layer was dried with magnesium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (chloroform/methanol = 3/1) to obtain the intended compound (52.5 mg, 20 %) as a colorless solid (m.p. 109-112C). 1H-NMR (400 MHz, CD3 OD) delta: 1.44-1.55 (2H, m), 1.63 (4H, quint., J=5.6 Hz), 2.00-2.07 (2H, m), 2.36-2.54 (4H, m), 2.56 (2H, t, J=7.7 Hz), 3.54 (3H, s), 4.12 (2H, t, J=5.9 Hz), 7.08 (2H, d, J=8.8 Hz), 7.54 (1H, dd, J=4.4, 8.1 Hz), 7.65 (2H, d, J=8.8 Hz), 8.64 (1H, dd, J=1.5, 8.1 Hz), 8.90 (1H, dd, J=1.5, 4.4 Hz)

Statistics shows that 870997-87-8 is playing an increasingly important role. we look forward to future research findings about 2-Amino-N-methylnicotinamide.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1757594; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 77837-09-3 ,Some common heterocyclic compound, 77837-09-3, molecular formula is C13H11NO3, 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.

6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid: Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0 C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79%). m.p. 256-263 C.; 1H NMR (400 MHz, DMSO-d6) delta 6.53 (d, J=9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, J=2.5, 9.8 Hz, 1H), 8.23 (d, J=2.5 Hz, 1H); IR (KBr) nu 3446, 1708, 1645, 1577, 1263, 1228 cm-1; MS 214 (M-1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77837-09-3, its application will become more common.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/319026; (2008); A1;,
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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine. A new synthetic method of this compound is introduced below., Formula: C11H8BrN

To a solution of 2-(2-bromophenyl)pyridine (0.48 g, 2 mmol) in THF (10 mL) cooled with a dry ice-acetone bath was added dropwise a solution of n-BuLi in hexanes (1.3 mL, 1.6 M, 2.08 mmol, Aldrich) via a syringe. After the reaction mixture was stirred at -78 C. for 30 min, a solution of ZnCl2 in ether (2 mL, 1.0 M, 2 mmol, Aldrich) was added slowly via a syringe. The cooling bath was removed and the reaction mixture was warmed to ca 0 C. to room temperature. The bromide-bridged dimer [Ir(ppy)2Br]2 (0.58 g, 0.5 mmol) was added to the reaction mixture in one portion and the mixture was stirred for 30 min. Dichloromethane (10 mL) was added to accelerate the reaction. After stirring for ca. 1 hour at room temperature, the mixture was transferred into a one-necked flask and remaining yellow precipitates were washed into the flask with dichloromethane. The solvent was evaporated and the residue was dissolved in dichloromethane and purified by flash chromatography on silica gel with dichloromethane. The product was obtained as isomerically pure mer-(ppy)3Ir, 0.51 g, 78%.

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, 109306-86-7, 2-(2-Bromophenyl)pyridine.

Reference:
Patent; Eastman Kodak Company; US6835835; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 40473-07-2, 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. 40473-07-2, name is 2-Bromo-6-methoxypyridine, molecular formula is C6H6BrNO, 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.

Example 260 2,3-dibromo-6-methoxypyridine NBS (302 g) was added to the compound of Example 259 (295 g) in acetonitrile (575 mL) and the mixture was stirred at 80 to 90 C. for 1 day in a nitrogen atmosphere. After cooling, the crystallized imide was removed by filtration and the filtrate was concentrated. Purification of the resulting residue by silica gel column chromatography (ether:petroleum ether=1:1) gave a 6:1 mixture of the title compound and 2,5-dibromo form. This product was crystallized from cold petroleum ether to afford the title compound as a colorless powder (223 g). 1H NMR (200 MHz, CDCl3) delta 6.68 (1H, d, J=8.7 Hz), 6.60 (1H, d, J=8.7 Hz), 3.91 (3H, s). 13C NMR (50 MHz, CDCl3) delta 162.01, 143.29, 139.68, 113.69, 111.10, 54.40 LRMS (EI+): 264[M+]

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 40473-07-2, 2-Bromo-6-methoxypyridine.

Reference:
Patent; Kohno, Yasushi; Adams, David Roger; Ando, Naoki; US2008/207902; (2008); 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, the common compound, a new synthetic route is introduced below. Computed Properties of C12H8ClNO

4-chlorophenylpyridylmethanone (43.5 mg, 0.2 mmol), dichlorantin (39.4 mg, 0.2 mmol) and Pd (OAc) 2 (4.5 mg, 0.02 mmol),2mL of dichloroethane was added, and the reaction was carried out at 90C for 12 hours. Purified by thin layer chromatography to obtain 25.2 mg of 2,4-dichlorophenylpyridylmethanone, yield 50.0%

The synthetic route of 6318-51-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Three Gorges University; Liu Qixing; Chen Yongsheng; Zhang Yin; Chen Danyi; Wen Simiaomiao; Zhao Rongrong; Liu Yiheng; Zhou Haifeng; (14 pag.)CN110563641; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131674-40-3, Adding some certain compound to certain chemical reactions, such as: 131674-40-3, name is 1-(2-Methoxypyridin-3-yl)ethanone,molecular formula is C8H9NO2, 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 131674-40-3.

General procedure: A solution of lithium hydroxide (0.8 mg, 0.03 mmol) and 2′-methoxyacetophenone (26 mg, 0.157 mmol) in absolute methanol (1.5 mL) was stirred at room temperature for 15 min. To the resulting mixture was added a solution of 2-(trifluoromethyl)-3-pyridinecarboxaldehyde (6a, 28 mg, 0.16 mmol) in absolute methanol (15 mL). The reaction was stirred overnight at room temperature (approx. 18 h). The reaction was then concentrated on a rotary evaporator and the resulting oily residue purified by chromatography on silica gel using a gradient of 0-100% ethyl acetate in hexane to provide the desired product (17 mg, 35%) as a light yellow waxy solid. Prepared using the general method from lithium hydroxide (1 mg, 0.04 mmol), 2-(trifluoromethyl)benzaldehyde (34 mg, 0.2 mmol) and 1-(2-methoxypyridin-3-yl)ethanone (7d, 29 mg, 0.19 mmol) in absolute methanol (final reaction volume = 1.5 mL). The reaction mixture was purified by chromatography on silica gel (40% ethyl acetate in hexane) to give the desired product as a yellow solid (29 mg, 49%). 1H NMR (CDCl3) delta 8.36 (dd, J = 4.8, 2.0 Hz, 1H), 8.08 (dd, J = 7.4, 2.0 Hz, 1H), 8.05 (dd, J = 15.6, 2.2 Hz, 1H), 7.83 (d, J = 7.8 Hz, 1H), 7.75 (d, J = 7.8 Hz, 1H), 7.63 (t, J = 7.6 Hz, 1H), 7.53 (d, J = 7.5 Hz, 1H), 7.47 (d, J = 15.7 Hz, 1H), 7.05 (dd, J = 7.4, 4.8 Hz, 1H), 4.09 (s, 3H). 13C NMR (CDCl3) delta 189.3, 160.6, 149.5, 138.9, 137.9, 135.9, 131.0, 130.1, 129.8, 128.6, 126.9, 125.2, 124.5, 121.2, 116.1, 52.8. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0874.

According to the analysis of related databases, 131674-40-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lounsbury, Nicole; Mateo, George; Jones, Brielle; Papaiahgari, Srinivas; Thimmulappa, Rajash K.; Teijaro, Christiana; Gordon, John; Korzekwa, Kenneth; Ye, Min; Allaway, Graham; Abou-Gharbia, Magid; Biswal, Shyam; Childers, Wayne; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5352 – 5359;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem