Tag: M.W:100-200

Application of 869557-43-7 ,Some common heterocyclic compound, 869557-43-7, molecular formula is C5H4BrFN2, 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 mixture of 10 g of 2-amino-3-bromo-5-fluoropyridine, 19.2 g of 5-chloro-4-(trimethylstannyl)-2,3′-bipyridine A1, 4.24 g of tetrakis(triphenylphosphine)-palladium(0) and 2.095 g of copper (I) iodide in 120 ml of 1,4-dioxane is refluxed for 18 hours. The reaction medium is treated with aqueous 10% sodium hydrogen carbonate solution and then diluted with ethyl acetate. After separation of the phases by settling, the aqueous phase is extracted twice with ethyl acetate. The combined organic phases are dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and methanol, and is then filtered by suction to give 11.67 g of 5′-chloro-5-fluoro-3,2′:4′,3-terpyridin-2-amine in the form of a beige-coloured solid. The filtrate is concentrated under reduced pressure and then taken up in dichloromethane, and silica is added. After concentrating under reduced pressure, the deposit is purified by chromatography on a column of silica, eluting with a 98/2 to 90/10 dichloromethane/methanol mixture to give 1.98 g of 5′-chloro-5-fluoro-3,2′:4′,3-terpyridin-2-amine in the form of a beige-coloured solid.UPLC-MS-DAD-ELSD: Tr (min)=2.71; [M+H]+: m/z 301; purity: 95%1H NMR (400 MHz, DMSO-d6): ppm: 5.78 (s, 2H) 7.47 (dd, J=8.8, 2.9 Hz, 1H) 7.55 (br. s., 1H) 8.06 (s, 1H) 8.12 (s, 1H) 8.49 (d, J=7.8 Hz, 1H) 8.68 (br, s., 1H) 8.84 (s, 1H) 9.35 (br. 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,869557-43-7, its application will become more common.

Reference:
Patent; SANOFI; US2012/208809; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 20265-37-6, Adding some certain compound to certain chemical reactions, such as: 20265-37-6, name is 3-Methoxy-2-nitropyridine,molecular formula is C6H6N2O3, 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 20265-37-6.

EXAMPLE 9 1-hydroxy-7-aza-1H-indazole A solution of Na2 CO3 0.10 H2 O (7.3 mmol) in H2 O (10 ml) is emulsified under vigorous stirring at about room temperature or slightly elevated temperature with a solution of 2-nitro-3-methoxypyridine (4.25 mmol) and tetrabutylammonium bromide (10.06 mmol) as phase transfer catalyst in methylene chloride (~20mL). 2-phenyl-5(4H)-oxazolone (~60 mmol) is added in several portions during one hour. The layers are separated and the aqueous phase is washed with CH2 Cl2. The combined organic solutions are dried with Na2 SO4 and is evaporated under reduced pressure. The residue is chromatographed in silica gel starting with petroleum ether to which methylene chloride is gradually added. After recrystallizing, the complex is placed in refluxing methanol to which a catalytic amount of p-toluene sulfonic acid has been added. The sample is refluxed overnight. After cooling and evaporation of the solvent, the above-identified product is isolated.

According to the analysis of related databases, 20265-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Research Corporation Technologies, Inc.; US5580981; (1996); A;,
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. 884494-82-0, name is 5-Fluoro-2-methoxynicotinic acid, the common compound, a new synthetic route is introduced below. Safety of 5-Fluoro-2-methoxynicotinic acid

5-Fluoro-2-methoxy-pyridine-3-carboxylic acid (166 mg, 0.97 mmol) and 6-[4-[(lS)- 2,2,2-trifluoro-l-methyl-ethyl]-l,2,4-triazol-3-yl]pyridin-2-amine (250 mg, 0.97 mmol) were dissolved in triethylamine (1.35 mL, 9.72 mmol) and propylphosphonic anhydride (> 50 wt % in EtOAc, 1.0 mL). The reaction was heated at 80 C for 3 h. The reaction was cooled to rt, quenched by addition of MeOH (5 mL) and stirred for 1 h. The resulting solid was filtered and dried in vacuo to give the title compound (247 mg, 62%) as a white solid. ‘H NMR (400 MHz, CD3OD) d 9.02 (s, 1H), 8.38 (dd, 7=1.63, 7.40 Hz, 1H), 8.27 (d, 7=3.26 Hz, 1H), 8.14 – 8.21 (m, 1H), 7.97 – 8.04 (m, 2H), 6.89 (quin, 7=7.22 Hz, 1H), 4.15 (s, 3H), 1.89 (d, 7=7.28 Hz, 2H), 1.86-1.91 (m, 1H). MS (ESI): 411.1 [M + H]+.

The synthetic route of 884494-82-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN MA INC.; GONZALEZ LOPEZ DE TURISO, Felix; DECHANTSREITER, Michael; XIN, Zhili; JONES, John, H.; HIMMELBAUER, Martin; (0 pag.)WO2020/6031; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100-26-5, 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 100-26-5 as follows.

Step 1. Dimethyl pyridine-2.5-dicarboxylate SOCI2 (855 g, 7.2 mol) was added dropwise into the solution of pyridine-2,5-dicarboxylate (500 g, 3.0 mol) in MeOH (5 L) at room temperature. The mixture was stirred at 70 C overnight. After cooling, the mixture was evaporated, and the residue was added EA (5 L), followed by Na2C03 (sat.) until PH>7. The mixture was separated and the aqueous layer was extracted with EA (1 L*3). The combined organic layer was washed with brine, dried over Na2SC>4, filtered and concentrated to give dimethyl pyridine-2,5-dicarboxylate. The product was used for next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-26-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph, A.; ALHASSAN, Abdul-Basit; ANAND, Rajan; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; YU, Wensheng; YU, Younong; LIU, Shilan; WU, Hao; YANG, Chundao; (120 pag.)WO2016/109215; (2016); 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. 14432-12-3, name is 4-Amino-2-chloropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C5H5ClN2

A mixture of 2-chloro-4-aminopyridine 3 (127 mg, 1.0 mmol) and KOH (280.6mg, 5.0 mmol) in toluene (4.0 mL) was heated at 170C in a sealed tube for 72h. Themixture was cooled to r.t. and the toluene was removed. The residue was purified byflash chromatography on silica gel (DCM/MeOH/NH4OH: 78/20/2) to give 5 (107 mg,97%) as a pale yellow solid

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, 14432-12-3, 4-Amino-2-chloropyridine.

Reference:
Article; Honraedt, Aurelien; Gallagher, Timothy; Synlett; vol. 27; 1; (2016); p. 67 – 69;,
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. 1032943-43-3, name is 4-Bromo-1H-pyrazolo[3,4-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4BrN3

1001371 To a solution of 4-bromo-1H-pyrazolo[3,4-c]pyridine (215 mg, 1.08 mmol) in THF (6.08 mL) at 5 C was added NaH (60:40 sodium hydride:mineral oil, 54.9 mg, 1.37 mmol). The mixture was stirred for 5 minutes at rt and then cooled again in ice bath to 5 C. Cyclopropanesulfonylchloride (141.0 uL, 1.36 mmol) was added dropwise and the mixture was allowed to stir for 15 mm. The reaction mixture was quenched with ammonium chloride (2 M aq. solution, 5 mL) and was partitioned between ethyl acetate and water. The aqueous layer was further extracted with ethyl acetate and the combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue was purified by column chromatography to provide 4-bromo-2-(cyclopropylsulfonyl)-2H- pyrazolo[3,4-c]pyridine (36 mg, 11%) LCMS (AA): m/z = 358.4 (M+H) and 4-bromo-1- (cyclopropylsulfonyl)-1H-pyrazolo[3,4-c]pyridine (237 mg, 72%). LCMS (AA): m/z = 358.4 (M+H).

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, 1032943-43-3, 4-Bromo-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; XU, He; YE, Yingchun; WO2015/108881; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1086381-28-3, 4-Bromo-2-cyclopropylpyridine, 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, 1086381-28-3, blongs to pyridine-derivatives compound. Formula: C8H8BrN

[0609] Step 1: 3-chloro-4-(2′-[3,4′-bipyridin]-5-yl)aniline. A stirred solution of 4-bromo-2-cyclopropylpyridine (350 mg, 1.76 mmol), (5-(4-amino-2-chlorophenyl)pyridin-3-yl)boronic acid (526 mg,2.12 mmol) and potassium carbonate (730 mg, 5.30 mmol) in 1,4-dioxane (5.6 mL) and water (1.4 mL) was purged with nitrogen gas for 15 minutes. After adding palladium Pd(PPli3)4 (2′-chloro-4-(2′-cyclopropyl-[3,4′-bipyridin]-5-yl)aniline (0.500 g, 88%) as a gum.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1086381-28-3, its application will become more common.

Reference:
Patent; CAPULUS THERAPEUTICS, LLC; GREEN, Michael John; HART, Barry Patrick; (341 pag.)WO2019/148125; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.18368-64-4, name is 2-Chloro-5-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-methylpyridine

General procedure: 2-Trimethylsilylpyridine (1.2mmol), the aryl halide (1mmol), palladium acetate (0.10mmol), CataXCium A (0.2mmol), CuI (76mg, 0.4mmol) and KF (2.20mmol) were combined in reaction tubes in a Radleys green-house parallel synthesiser under a flow of nitrogen and degassed DMF (1ml) was added. The resulting suspensions were stirred at 90 oC under nitrogen for 12 hours. Reactions were analysed by LC-MS at 1mg/1ml in methanol to determine the yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18368-64-4, 2-Chloro-5-methylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Blakemore, David C.; Marples, Louise A.; Tetrahedron Letters; vol. 52; 32; (2011); p. 4192 – 4195;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1121-60-4, Picolinaldehyde, 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, Product Details of 1121-60-4, blongs to pyridine-derivatives compound. Product Details of 1121-60-4

General procedure: To a solution of 4-methoxybenzaldehyde (1mmol, 0.136 g) in dry DMF (5mL), hydroxylamine hydrochloride (3 mmol, 0.208 g) was added with stirring for 15 min at 120 C. HAP(at)AEPH2-SO3H nanocatalyst (8 mol-%, 0.08 g) was then added to the resultant solution. After completion of the reaction (which was monitored byTLC), cooling, and separation of the nanocatalyst by centrifugation, the reaction mixture was poured into water (10mL). The resulting mixture was extracted with ethyl acetate (310mL) and dried over sodium sulfate. After evaporation of the solvent, the crude product was purified by thin-layer chromatography using n-hexane/ethyl acetate (4 : 1) as eluent to afford 4-methoxybenzonitrile (0.130 g, 98%).

The synthetic route of 1121-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Masjed, Samane Memar; Akhlaghinia, Batool; Zarghani, Monireh; Razavi, Nasrin; Australian Journal of Chemistry; vol. 70; 1; (2017); p. 33 – 43;,
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. 1190314-85-2, name is 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

General procedure: A solution of 1-3, 7a,b, 11 (1mmol) and 12a-c (0.7mmol) in anhydrous ethanol (10mL) and piperidine (6 drops) was stirred at room temperature under atmosphere of nitrogen for 2-3 h. The yellow precipitate was collected by suction and washed with ethanol and then dried under vacuum to afford the targeted compounds 13a1-11, 13b1-8, 13c1-8 (50-70%) as yellow solids.

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, 1190314-85-2, 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one.

Reference:
Article; Wang, Minghua; Ye, Cheng; Liu, Mingliang; Wu, Zhaoyang; Li, Linhu; Wang, Chunlan; Liu, Xiujun; Guo, Huiyuan; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2782 – 2787;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem