Tag: M.W:200-300

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 84199-61-1, name is 3-Acetyl-2-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6BrNO

General procedure: A mixture of bromide 13 (61.8 mmol), Pd(OAc)2 (140 mg, 0.624 mmol), PPh3 (0.330 g, 1.26 mmol), CuI (22 mg, 0.116 mmol), and 2-prop-2-ynyloxytetrahydropyran (14) (13.0 g, 92.8 mmol) in triethylamine (250 mL) was stirred at 80 C under an argon atmosphere for 16 h. After this period, the mixture was cooled to rt, the precipitate was filtered, and the filtrate was evaporated. The residue was dissolved in EtOAc (700 mL), the solution was washed with saturated aq NaHCO3 (2200 mL), brine (200 mL), dried over Na2SO4, and evaporated in vacuo. The crude product was purified by column chromatography (CHCl3 – MeOH (19:1) (15a-c) or hexanes – EtOAc (2:1) (15d,e) as eluent).

With the rapid development of chemical substances, we look forward to future research findings about 84199-61-1.

Reference:
Article; Subota, Andrii I.; Artamonov, Oleksiy S.; Gorlova, Alina; Volochnyuk, Dmitriy M.; Grygorenko, Oleksandr O.; Tetrahedron Letters; vol. 58; 20; (2017); p. 1989 – 1991;,
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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. 76041-79-7, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-ol. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3BrF3NO

To a solution of 5-bromo-3-(trifluoromethyl)-2(1H)-pyridinone (D16) (2 g) and silver carbonate (6.84 g) in toluene (25 mL) stirred in air at room temperature was added 2-iodopropane (5.79 mL) dropwise. The reaction mixture was stirred at room temperature for 1 day. The reaction mixture was filtered and the filtrate was concentrated, the residue was purified by column chromatography to give 5-bromo-2-[(1-methylethyl)oxy]-3-(trifluoromethyl)pyridine (D17) (1.2 g).

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, 76041-79-7, 5-Bromo-3-(trifluoromethyl)pyridin-2-ol.

Reference:
Patent; GLAXO GROUP LIMITED; Lin, Xichen; Ren, Feng; Zhang, Haibo; US2013/12491; (2013); A1;,
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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. 946002-90-0, name is (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, the common compound, a new synthetic route is introduced below. Quality Control of (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol

A mixture of compound F1 (3.38 g, 13.9 mmol), 2,6-dichloro-p-cresol (3.69 g, 20.9 mmol), ADDP (5.26 g, 20.9 mmol) and PBu3 (85%, 10.3 mL, 35.4 mmol) in toluene (200 mL) was heated to reflux for 2 h. The mixture was allowed to cool to rt, and was diluted with heptane. The mixture was filtered, washed with heptane, and the filtrate was evaporated under reduced pressure. The residue was diluted with CH2Cl2, and this mixture was washed with aq. 1M NaOH (2×). The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (CH2Cl2/heptane 4:1?CH2Cl2) yielded the title compound (5.46 g, 98%). LC-MS: tR=0.91 min; ES+: 403.00.

The synthetic route of 946002-90-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals, Ltd.; US2009/88457; (2009); A1;,
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Pyridine | C5H5N – PubChem

Reference of 1026796-81-5 ,Some common heterocyclic compound, 1026796-81-5, molecular formula is C7H7BrN2O, 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.

To a 15 mL vial was added N-(4-bromopyridin-2-yl)acetamide (205.8 mg, 0.957 mmol), (3-fluoro-4-hydroxyphenyl)boronic acid (239 mg, 1.531 mmol), and Na2CO3 (1.435 mL, 2.87 mmol) in dioxane (3 mL) under nitrogen to give a colorless solution. 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride, toluene (39.4 mg, 0.048 mmol) was added under nitrogen. The vial was sealed and heated at 130 C (microwave) for 2 h. The mixture was partitioned between water and EtOAc. The layers were separated. The organic layer was washed with brine, dried (Na2SO4) and concentrated under reduced pressure to obtain N-(4-(3-fluoro-4- hydroxyphenyl)pyridin-2-yl)acetamide (200 mg, 0.812 mmol, 85% yield) as a tan solid. LCMS (ESI) m/e 247.0 [(M+H)+, calcd C13H12F1N2O2, 247.1]; LC/MS retention time (method A): tR = 1.51 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1026796-81-5, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DZIERBA, Carolyn Diane; DITTA, Jonathan L.; MACOR, John E.; BRONSON, Joanne J.; WO2015/153720; (2015); A1;,
Pyridine – Wikipedia,
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Synthetic Route of 821791-58-6 ,Some common heterocyclic compound, 821791-58-6, molecular formula is C9H10ClNO3, 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.

Step C: Preparation of 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid: To a solution of 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester (0.925 g, 4.29 mmol) in a 4:1 mixture of THF:MeOH (20 mL) was added a 1 M solution of LiOH (8.6 mL). After stirring for 30 minutes, the reaction mixture was acidified to pH 1 with 10% HCl and extracted with EtOAc. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated under reduced pressure to give 0.732 g (91%) clean desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,821791-58-6, its application will become more common.

Reference:
Patent; Marlow, Allison L.; Wallace, Eli; Seo, Jeongbeob; Lyssikatos, Joseph P.; Yang, Hong Woon; Blake, James; US2005/256123; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 886365-06-6, 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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide 5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide: To 5-bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and 2-amino-ethanol (265 mg, 4.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide (130 mg, 65%) as an off-white solid.

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 886365-06-6, Methyl 5-bromo-4-methylpicolinate.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Bhagirath, Niala; Du Bois, Daisy Joe; Hawley, Ronald Charles; Minatti, Ana Elena; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158040; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 290307-40-3, name is 2-(5-Bromopyridin-2-yl)propan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 290307-40-3

In a 2 L round-bottomed flask was mixed 2,5-dibromopyridine (54 g, 228 mmol) in toluene (600 ml) to give a colorless solution. The reaction was cooled to -78 C. and n-Butyllithium 2.5M hexanes (100 ml, 251 mmol) was added at a rate that the temperature did not exceed -70 C. The reaction was stirred for 30 minutes and then acetone (20.08 ml, 274 mmol) was added quickly. The reaction was stirred for 30 minutes and then quenched with saturated ammonium chloride. The organic layer was washed with brine, dried over sodium sulfate and solvent removed under reduced pressure. The crude residue was purified by column chromatography 20-50% ethyl acetate/heptane to give 42.5 g of 2-(5-bromopyridin-2-yl)propan-2-ol in 86% yield.In a 1 L round-bottomed flask was mixed compound 2-(5-bromopyridin-2-yl)propan-2-ol (10 g, 46.3 mmol) and 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (11.87 g, 50.9 mmol) in dioxane (300 ml). To this was added saturated sodium bicarbonate (150 mL). The reaction mixture was degassed via purging with a stream of nitrogen and then Pd(PPh3)4 (2.67 g, 2.314 mmol) was added. The mixture was heated to reflux becoming very thick then finally going into solution. The reaction was heated for 2 hours, cooled to room temperature and the solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulfate and solvent removed under reduced pressure to give 2-(5-(5-amino-2-methylphenyl)pyridin-2-yl)propan-2-ol.The crude product from above was dissolved in dioxane (30 mL) and cooled to 0 C. Sulfuric acid was added to the solution through an addition funnel with manual stirring necessary at the beginning of addition, finally going to solution. The reaction was allowed to exotherm up to 30 C. and stirred for 30 minutes. Upon completion of the reaction as determined by LC/MS, the reaction was poured onto ice, extracted with ethyl acetate (2×200 mL) and the pH of the aqueous was adjusted to 9-10 by addition of 50% sodium hydroxide solution. The mixture was then extracted with ethyl acetate, the organic was washed with brine and dried over sodium sulfate. After removal of solvent the crude product was isolated by column chromatography eluting 0-100% ethyl acetate/heptane to give 4-methyl-3-(6-(prop-1-en-2-yl)pyridin-3-yl)aniline. Yield 9 g, 86% over 2 steps.4-Methyl-3-(6-(prop-1-en-2-yl)pyridin-3-yl)aniline (9 g, 40.1 mmol) was dissolved in ethanol (100 mL) and 10% palladium on carbon (0.5 g) was added. The mixture was hydrogenated at 30 psi for 2 hours. Filtration and concentration of the product afforded clean 3-(6-isopropylpyridin-3-yl)-4-methylaniline. Yield 8 g, 88%

With the rapid development of chemical substances, we look forward to future research findings about 290307-40-3.

Reference:
Patent; LOCUS PHARMACEUTICALS, INC.; US2010/41642; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1160791-13-8, Adding some certain compound to certain chemical reactions, such as: 1160791-13-8, name is 2-Amino-6-bromothiazolo[5,4-b]pyridine,molecular formula is C6H4BrN3S, 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 1160791-13-8.

To a solution of 6-bromothiazolo[5,4-b]pyridin-2-amine IV (1.30 g, 5.55 mmol) in 1 ,4- dioxane (20.0 mL) was added ethylisocyanate (2.19 mL, 27.07 mmol) and the resulting reaction mixture was heated to 8O0C for 8 h. After the completion of the reaction (TLC monitoring), 1 ,4.-dioxane was distilled off followed by co-distillation with n-hexane (2 times). The residue was then stirred with water at 9O0C for 2h followed by filtration to obtain the desired product that was further washed with hot water and then dried. The residue was finally washed with ether to obtain the desired product (1.40 g, 83%). 1H NMR (400MHz, DMSO-d6): delta 1.10 (t, J= 7.20 Hz, 3H), 3.20 (quintet, J= 7.20 Hz, 2H), 6.76 (br s, 1 H), 8.24 (d, J= 2.0 Hz, 1 H), 8.45 (d, J= 2.0 Hz1 1 H) and 11.05 (br s, 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. 1160791-13-8, 2-Amino-6-bromothiazolo[5,4-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17570-98-8, 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. 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide, molecular formula is C7H7Br2NO, 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.

General procedure: 5.1.1 General procedure A (for synthesis of compounds 1-19). To 2-bromoacetylpyridine hydrobromide (1.0 equiv) in anhydrous ethanol (5 mL) was added the corresponding thiourea (1.0 equiv, 0.2 g) and the reaction mixture refluxed for 4 h. After cooling to ambient temperature the reaction mixture was poured into water. The pH of the mixture was adjusted to pH 8 with concentrated aqueous NH4OH and the mixture stirred for 2 h. The precipitate was filtered, washed with ethanol and dried to afford the title compound.

According to the analysis of related databases, 17570-98-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Meissner, Anja; Boshoff, Helena I.; Vasan, Mahalakshmi; Duckworth, Benjamin P.; Barry III, Clifton E.; Aldrich, Courtney C.; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6385 – 6397;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 76629-11-3, 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.76629-11-3, name is 3-((6-Chloropyridin-2-yl)amino)propanoic acid, molecular formula is C8H9ClN2O2, molecular weight is 200.6223, as common compound, the synthetic route is as follows.

B) 7-Chloro-2,3-dihydro-1,8-naphthyridin-4(1H)-one A mixture of N-(6-chloropyridin-2-yl)-beta-alanine (40 g) and Eaton’s Reagent (600 mL) was stirred at 75C for 3 hours. The reaction mixture was poured to ice water and basified to pH = 10 with sodium hydroxide, followed by extraction with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate) to obtain the title compound. MS: [M+H]+ 182.8.

Statistics shows that 76629-11-3 is playing an increasingly important role. we look forward to future research findings about 3-((6-Chloropyridin-2-yl)amino)propanoic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; ASANO, Yasutomi; KOJIMA, Takuto; KURASAWA, Osamu; WONG, Tzu-Tshin; HIRATA, Yasuhiro; IWAMURA, Naoki; SAITO, Bunnai; TANAKA, Yuta; ARAI Ryosuke; IMAMURA, Shinichi; YONEMORI, Kazuko; MIYAMOTO, Yasufumi; KITAMURA, Shuji; SANO, Osamu; (222 pag.)EP3287441; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem