Day: March 9, 2022

Application of 153813-70-8, Adding some certain compound to certain chemical reactions, such as: 153813-70-8, name is 3-Nitroisonicotinaldehyde,molecular formula is C6H4N2O3, 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 153813-70-8.

Method 30; zain _) acryl Methyl [(tert-butoxycarbonyl)amino](dimethoxyphosphoryl)acetate (1.73g, 5.82 mmol) was dissolved in dry THF (20mL) and cooled to -78C under nitrogen. Tetramethylguanidine (638mg., 5.55 mmol) was added and the solution stirred at -78C for a further 10 mins. A solution of 3-nitroisonicotinaldehyde (Method 31, 804mg, 5.29mmol) in dry THF (5mL) was added dropwise. The resulting deep red solution was stirred for 2hrs. at – 78C, then poured into a mixture of ethyl acetate (100mL) and water (50mL). The organic layer was separated, washed with water (2 x 50mL) and brine (25mL), dried (MgSO4) and evaporated under reduced pressure to give a yellow oil, which was purified by column chromatography (EtOAc: isohexane 1:1) to give the title compound as a 10:1 mixture of Z/E isomers (1.57 g, 92%). 1H NMR 1.3 (s, 9H); 1.4 (s, 0.9H); 3.55 (s, 0.3H); 3.8 (s, 3H); 6.6 (s, 0.1H); 7.2 (s, 1H); 7.25(d, 0.1H); 7.5 (d, 1H); 8.75 (d, 0.1H); 8.8 (s, 1.1H); 8.85 (d, 1H); 9.2 (s, 0.1H); 9.25 (s, 1H); MS m/z 322.

According to the analysis of related databases, 153813-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/74532; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 887707-23-5, 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 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-choro-5-iodo-3-trifluoromethylpyridine[0072] To an ice-cold mixture OfPOCl3 (1.60 mL) and DMF (1 mL) in a microwave vial, 5-iodo-3-trifluoromethyl-2-pyridinol (1 g, 3.47 mmol) is added. The vial is sealed and heated 20 min at 110 0C. The reaction mixture cooled at room temperature is poured into ice cold water. The product precipitates. The precipitate is filtered, washed with cold water and dried to afford 661 mg (62 %) of a light brown powder. [0073] 1U NMR (500 MHz CDCl3) delta 8.32 (d, J=2.0 Hz, IH), 8.81 (d, J=2.0 Hz,IH). 13C NMR (250 MHz CDCl3) delta 89.4, 121.2 (q, JC-F= 273.3 Hz), 126.8 (q, JC-F= 33.6 Hz), 144.34, 148.5, 158.7.

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 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; WO2008/119015; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 823221-95-0, 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. 823221-95-0, name is 5-Chloro-4-iodo-2-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3IN, 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.

Step D 3-chloro-2-iodo-6-(trifluoromethyl)pyridine Into a 100 mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 5-chloro-4-iodo-2-(trifluoromethyl)pyridine (as prepared in the previous step, 2 g, 6.51 mmol, 1.00 equiv) in tetrahydrofuran (20 mL). This was followed by the addition of LDA (730 mg, 6.82 mmol, 1.05 equiv, as a THF solution) dropwise with stirring at -78 C. The resulting solution was stirred for 2 h at -78 C. The reaction was then quenched by the addition of 5 mL of water and diluted with 100 mL DCM. The resulting solution was washed with 50 mL brine, dried (Na2SO4), and concentrated. The residue was purified by silica gel column with ethyl acetate/petroleum ether (1:10) eluent, yielding 3-chloro-2-iodo-6-(trifluoromethyl)pyridine as a yellow solid.

According to the analysis of related databases, 823221-95-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhang, Xuqing; Sui, Zhihua; Lanter, James C.; US2011/306592; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 165547-79-5, 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 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. This compound has unique chemical properties. The synthetic route is as follows.

Methyl iodide (2.06 mL, 32.99 mmol) was added to a suspension of 4-chloro-2-hydroxy-3-nitropyridine (prepared as described in Bioorg. Med. Chem. Lett., 2003, 13, 125) (2.87 g, 16.49 mmol) and silver carbonate (4.55 g, 16.49 mmol) in toluene (100 mL) and the mixture heated at 85 C. for 3.5 h. On cooling to ambient temperature the mixture was filtered through dicalite and washed with toluene. The combined filtrate and washings were concentrated in vacuo and the crude product purified by chromatography on silica gel with EtOAc:heptane (1:9, v/v) as eluent. The pure product was collected as a white solid (1.99 g, 64%).Data for 4-chloro-2-hydroxy-3-nitropyridine: MS (ESI) m/z:189/191 ([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 165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone.

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

Synthetic Route of 1227605-52-8, 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. 1227605-52-8, name is 2-Bromo-5-chloronicotinaldehyde. A new synthetic method of this compound is introduced below.

To a solution of 2,3-dibromo-5-chloropyridine (60 g, 221 mmol) in THF (500 mL) was added a solution of isopropylmagnesium chloride lithium chloride solution in THF (1.3M, 185 mL) at -40 C over about 30 min. The solution was stirred for 30 min at -40 C and DMF (50 mL) was added. The resulting solution was warmed up to room temperature and stirred for 30 min. The reaction was quenched with 1 N HCl (400 mL) and MTBE (200 mL) was added. Organic layer was separated and washed twice with 5% aqueous NaHC03 (200 mL). The solvent was removed under vacuum at 50 C. The resulting solids (aldehyde intermediate) were dissolved in methanol (400 mL). The solution was cooled to 5 C under an ice bath. NaBtit (3.6 g) was added slowly over 30 min while maintaining the reaction temperature below room temperature. The reaction mixture was stirred for another 30 min followed by addition of water (125 mL). The resulting mixture was concentrated under vacuum to approximately 150 ml. Solids precipitated during the concentration. The suspension was stirred vigorously at room temperature for 1 h and solids were collected by filtration. The wet cake was dried in a vacuum oven over night at 60 C to give 1 (45.6 g, 93%) as a solid. 1H NMR (CDC13) 400 MHz): <5 8.26 (d, J= 2.5 Hz, 1H), 7.88 (d, J=2.5 Hz, IK), 4.73 (d, J= 5.8 Hz, 2H), 2.33 (t, J= 1 1.4 Hz, 1H); 13C NMR (CDC13, 100 MHz): delta 147.12, 138.48, 138.39, 136.14, 132.06, 62.76. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1227605-52-8, its application will become more common. Reference:
Patent; MERCK SHARP & DOHME CORP.; XIANG, Bangping; YASUDA, Nobuyoshi; WO2013/138413; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19346-43-1 ,Some common heterocyclic compound, 19346-43-1, molecular formula is C6H5FN2O2, 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: The dimethyl derivatives (4,4?, 5,5? or 6,6?) of 3,3?-dinitro-2,2?-azobipyridine were synthesized from the respective hydrazo-derivatives obtained previously from 3-nitro-4(or 5 or 6)-methyl-2-hydrazine-pyridine, respectively. Syntheses of these hydrazo derivatives were very similar to the synthesis of 3,3?-dinitro-2,2?-hydrazobipyridine. Instead of ethanol n-propanol was used and its mixtures were heated at boiling temperature for 30 min in the water bath. 2.52 g (0.015 mol) of 3-nitro-4(or 5 or 6)-methyl-2-hydrazine-pyridine were used to synthesis. The synthesized red-brown needle-like crystals of 4,4?-dimethyl-3,3?-dinitro-2,2?-hydrazobipyridine melt with decomposition at 255C. The yield was 53.1%. The synthesized brown needle-like crystals of 5,5?-dimethyl-3,3?-dinitro-2,2?-hydrazobipyridine melt with decomposition at 285C. The yield was 54.0%. The synthesized dark-brown needle-like crystals of 6,6?-dimethyl-3,3?-dinitro-2,2?-hydrazobipyridine melt with decomposition at 275C. The yield was 51.0%. 1 g of the obtained in this way 4,4?(or 5,5? or 6,6?)-3,3?-dinitro-2,2?-hydrazobipyridine was used to obtain respective azo derivatives in the same way as 3NAP. The synthesized orange needle-like crystals of 4,4?-dimethyl-3,3?-dinitro-2,2?-azobipyridine (4M3NAP) melt with decomposition at 260C. The yield was 74.2%. The synthesized orange needle-like crystals of 5,5?-dimethyl-3,3?-dinitro-2,2?-azobipyridine (5M3NAP) melt with decomposition at 256C. The yield was 77.1%. The synthesized orange powder of 6,6?-dimethyl-3,3?-dinitro-2,2?-azobipyridine (6M3NAP) melt with decomposition at 206C. The yield was 80.3% [51,52,54].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19346-43-1, its application will become more common.

Reference:
Article; Kucharska; Hanuza; Lorenc; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 127; (2014); p. 370 – 380;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5453-67-8, 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. 5453-67-8, name is Dimethyl pyridine-2,6-dicarboxylate, molecular formula is C9H9NO4, 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.

Dimethyl pyridine-2,6-dicarboxylate (885g, leq) is dissolved in EtOH (4425g, 5 Volume) at room temperature. The NaBH4 (341 g, 2eq) is added slowly to the reaction while keeping the internal temperature below 30C using an ice bath. The reaction is heated to 35C forapproximately 2hrs. After reaction completion, the mixture is cooled to room temperature and adjusted with 32% HC1 solution to pH value of approximately 2.5. The mixture is stirred for 9 using 30% NaOH solution while maintaining an internal temperature below 30C and stirred at room temperature for about 30 mm. The solids are removed by filtration. The filtrate is concentrated at 50C. The concentrated residual is suspended with isopropanol (4160g, 8 vol)/water (416g, 0.8 vol) and heated to 70C for about lhr. The solution is then cooled to room temperature and stirred for 2hr before cooling to 5-10C for 30mm. The un-dissolved solids are removed by filtration. The filtrate is concentrated at 50C. The concentrated residue is charged with dichiommethane (2700g, Svol) and heated to 40 C for 30mm. The suspension is cooled to 5- 10C and stirred for 30mins. The solid is collected by filtration and dried under vacuum at 40C to obtain pyridine-2,6-diyldimethanol; 540.77g, purity 100%, yield 85.86%

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 5453-67-8, Dimethyl pyridine-2,6-dicarboxylate.

Reference:
Patent; CORVUS PHARMACEUTICALS, INC.; BY, Kolbot; JONES, William, Benton; WOLFE, Bradley, Hamilton; (131 pag.)WO2018/183965; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 18368-59-7, 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 18368-59-7, name is 3-Bromo-4-methylpyridin-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 3-bromo-4-methyl-1H-pyridin-2-one (600 mg, 3.19 mmol) and K2CO3 (880 mg, 6.38 mmol) in acetonitrile (100 mL) was added iodomethane (905 mg, 6.38 mmol). The mixture was stirred overnight at room temperature. The mixture was then filtered, concentrated and purified by flash column chromatography (50% ethyl acetate in petroleum ether) to afford 3-bromo-1,4-dimethyl-pyridin-2-one (570 mg, 88% yield) as a white solid. LCMS (ESI): [M+H]+=202.0.

According to the analysis of related databases, 18368-59-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine, 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, HPLC of Formula: C6H7ClN2O, blongs to pyridine-derivatives compound. HPLC of Formula: C6H7ClN2O

A mixture of 5-chlorothiophene-2-boronic acid (1.5 eq, 154 mg), 6-chloro-4-methoxy- pyridin-3-ylamine (1 eq, 100 mg), K3PO4 (3 eq, 602 mg) and tetrakis(triphenylphosphine)palladium(0) (0.1 eq, 58 mg) in 1.4-dioxane (3 mL) was heated at 140C for 30 min in microwave. Reaction mixture was diluted with water (5 mL), extracted with EtOAc (3 x 10 mL), dried and concentrated. The residue was purified by silica chromatography (EtOAc/cyclohexane; 0:100 to 20:80) to give the desired compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; GALAPAGOS NV; MENET, Christel; SCHMITT, Benoit; GENEY, Raphael; DOYLE, Kevin; PEACH, Joanne; PALMER, Nicholas; JONES, Graham; HARDY, David; DUFFY, James; WO2013/117649; (2013); 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. 102645-33-0, name is 2,5-Dichloroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3Cl2NO

(1) After replacing nitrogen with a three-port reaction flask equipped with mechanical stirring, thermometer, and constant pressure dropping funnel,Add the raw materials 1a-1 (200mmol) and 500.0ml THF in sequence, start stirring, and lower the temperature to -85 -90 ,Add 2mol / L n-butyllithium (210mmol) dropwise, keep the temperature at -85 -90 during the dropwise addition, keep the temperature for 1h after the dropwise addition,A solution of the raw material 2,5-dichloropyridine-4-aldehyde (200 mmol) + 140.0 ml of THF was added dropwise.After the dropwise addition, the temperature was kept for 0.5h, and the temperature was naturally raised to room temperature for 3h.The reaction solution was poured into a 10% ammonium chloride aqueous solution, extracted with 320.0 ml of toluene, and the solution was separated.The aqueous phase was extracted once with 320.0 ml of toluene, the organic phases were combined, and washed twice with 260.0 ml of water.Separate the liquid, add 12g of anhydrous sodium sulfate to the organic phase, dry, filter, and concentrate the organic phase (-0.08 -0.09MPa, 55 65 ) until150.0 ml of petroleum ether was added and stirred for 0.5 h, filtered, and the filter cake was rinsed with petroleum ether to obtain intermediate 1a-2 (150 mmol) with a yield of 75%.

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, 102645-33-0, 2,5-Dichloroisonicotinaldehyde.

Reference:
Patent; Shanxi Laite Optoelectric Materials Co., Ltd.; Chen Zhiwei; Xue Zhen; Wang Jinping; (52 pag.)CN110938073; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem