Tag: M.W:100-200

Related Products of 696-42-4, 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. 696-42-4, name is 5-Fluoronicotinonitrile, molecular formula is C6H3FN2, 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.

Produced in Reference Example 33 3- (piperidin-4-yl)-lH-pyrazol-5-amine hydrochloride (0.400 g, 1.67 mmol) in dimethyl sulfoxide (4 mL) suspension of 1,8 – diazabicyclo [5.4.0] -7-undecene (0.750mL, 5.02mmol) was added, and the mixture was stirred for 10 minutes at room temperature.Then, 3,6-dichloro pyridazine (0.249 g, 1.67 mmol) and the mixture was stirred for 4 hours at 1 hour, 60 C. at room temperature.After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate.The resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, under reduced pressure, and the solvent was evaporated.The obtained residue was purified by silica gel column chromatography to obtain [eluent: ethyl acetate / methanol = 95 / 5-90 / 10 (gradient) to give the title compound (71% 0.330 g, yield) It was.Instead of 3,6-dichloro-pyridazine, 5-fluoro-3-carbonitrile (0.204 g, 1.67 mmol) using, the same procedure was followed as the method described in Reference Example 34, the title compound ( 0.167g, yield: 37%) was obtained.

According to the analysis of related databases, 696-42-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo company limited; Sato, Rie; Kobayashi, Katsuhiro; Kaneko, Toshio; (188 pag.)JP2015/113323; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 856851-48-4, 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 856851-48-4 as follows.

Hydrogen peroxide-urea complex (31 .04 g, 330 mmol) was added in one portion to a solution of 2-chloro-5-ethoxypyridine (26.0 g, 1 65 mmol) in dichloromethane (250 mL) at 0 00 then trifluoroaceticanhydride (62.4 g, 297 mmol, 41 .3 0 mL) was added dropwise. The mixture was stirred at 20 00 for 16 h. The reaction mixture was quenched by addition of saturated aqueous sodium thiosulfate (150 mL). The mixture was extracted with dichloromethane (200 mL x 3), then the combined organic phases were washed with saturated aqueous sodium chloride solution (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give a crude residue that was purified by chromatography (silica, petroleumether : ethyl acetate 1:0 to 1:2) to give 2-chloro-5-ethoxypyridine 1-oxide (22.0 g, 126.7 mmol, 77%) as a yellow solid. 1H NMR (400 MHz, ODd3) O 8.05 (d, J2.6 Hz, 1 H), 7.29 (d, J9.0 Hz, 1 H), 6.81 (dd, J2.6, 9.1 Hz, 1 H), 3.97 (q, J6.9 Hz, 2H), 1 .37 (t, J7.0 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,856851-48-4, its application will become more common.

Reference:
Patent; YUMANITY THERAPEUTICS; LUCAS, Matthew; LE BOURDONNEC, Bertrand; WRONA, Iwona; PANDYA, Bhaumik; TIVITMAHAISOON, Parcharee; OZBOYA, Kerem; VINCENT, Benjamin; TARDIFF, Daniel; PIOTROWSKI, Jeff; SOLIS, Eric; SCANNEVIN, Robert; CHUNG, Chee-Yeun; ARON, Rebecca; RHODES, Kenneth; (489 pag.)WO2018/81167; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58481-17-7, 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 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-(hydroxymethyl)isonicotinate (8.36 g, 50 mmol) was dissolved in dichloromethane (150 ml_). Dess-Martin periodinane (25 g, 58.94 mmol) was added and the mixture stirred at room temperature for 2 h 30 min. Sodium sulfothioate (59.3 g, 375.00 mmol) was dissolved in satd NaHCO3 and added to the reaction mixture. The suspension was vigorously stirred at room temperature for 15 min, DCM was added and the phases were separated. The aqueous phase was extracted with DCM twice and the combined organic layers were dried over MgSO and evaporated. The residue was purified by automated flash chromatography on a Biotage KP-SIL 340g column. Gradient heptanes / EtOAc 80:20 to 65:35 over 5 CV was used as mobile phase. Methyl 2-formylisonicotinate (7 g, 85 %) was isolated as an off-white solid. 1H NMR (400 MHz, cdcl3) delta 4.00 (s, 3H), 8.09 (dd, 1 H), 8.49 (s, 1 H), 8.95 (d, 1 H), 10.15 (s, 1 H). MS m/z 165 (M+H)+

According to the analysis of related databases, 58481-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); 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. 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 2-Methoxy-4,6-dimethylnicotinonitrile

To a cooled (ice water bath) solution of 2-methoxy-4,6-dimethylnicotinonitrile (10 g, 61.7 mmol) in Et2O (200 mL) was added dropwise 1 M LiAIH4 in Et2O (123 mL, 123 mmol). The ice bath was removed and the reaction mixture was stirred at r.t. for 16 h. The reaction mixture was cooled in an ice water bath and quenched with a mininum amount of water (until no more hydrogen was generated). The reaction was filtered and the insoluble material was washed with 10: 1 DCM/MeOH. The combined organic filtrates were concentrated. The residue was purified via column chromatography (0 – 30% MeOH/DCM; 100 g-HP- silica gel column) to give (2-methoxy-4,6-dimethylpyridin-3- yl)methanamine (8.9 g) as a yellowish semi-solid.

The synthetic route of 65515-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; BRACKLEY, III, James A.; GRAVES, III, Alan Peterson; KNIGHT, Steven David; MCNULTY, Kenneth C.; NEWLANDER, Kenneth Allen; TIAN, Xinrong; (114 pag.)WO2017/2064; (2017); 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

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

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

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

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

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