Month: February 2021

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. 875781-17-2, name is 5-Bromo-1H-pyrazolo[3,4-b]pyridine, the common compound, a new synthetic route is introduced below. Safety of 5-Bromo-1H-pyrazolo[3,4-b]pyridine

The 5-bromo -1H-pyrazolo [3,4-b] pyridine (2.0g, 10 . 1mmol) adding 20mLN, in N-dimethyl formamide, stirring to dissolve, then adding flaky potassium hydroxide (1.2g, 21 . 4mmol), stir at room temperature the reaction 10 minutes, and then added with the solid iodine (2.8g, 11 . 1mmol), stir at room temperature the reaction 4 experimental, then water (30 ml) dilution, ethyl acetate (3¡Á20 ml) extraction, then with saturated sodium thiosulfate solution (2¡Á30 ml) and saturated salt water (2¡Á30 ml) washing, the organic phase is dried with anhydrous sodium sulfate, concentrated. Then the solid plus dioxane (30 ml) is dissolved, add potassium hydroxide (1.2g, 21 . 4mmol), stir to react under room temperature for 10 minutes, then adding solid iodine (2.8g, 11 . 1mmol), stir at room temperature reaction sleepovers, water reaction is ended (30 ml) dilution, ethyl acetate (3¡Á20 ml) extraction, then with saturated sodium thiosulfate solution (2¡Á30 ml) and saturated salt water (2¡Á30 ml) washing, the organic phase is dried with anhydrous sodium sulfate, concentrated to obtain pale brown solid (2.8g, 85.6%).

The synthetic route of 875781-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai?Kechow Pharma, Inc; TIAN, HONGQI; JI, CONGHUI; HUANG, GONGCHAO; LIU, QIANG; (33 pag.)CN103613591; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1097264-89-5, name is 2-Chloro-5-fluoro-3-methoxypyridine, molecular formula is C6H5ClFNO, 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. Recommanded Product: 1097264-89-5

To a solution of 2-chloro-5-fluoro-3-(methyloxy)pyridine D47 (0.11 g, 0.70 mmol) in dry toluene (3 ml), sodium t-butoxide (0.094 g, 0.98 mmol), Pd2(dba)3 (0.064 g, 0.07 mmol), BINAP (0.131 g, 0.21 mmol) and benzophenone imine (0.14 ml, 0.84 mmol) were added. The resulting mixture was degassed (3¡Ápump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (80 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (8 ml) and HCl (0.35 ml of a 2 M aqueous solution, 0.70 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (40 ml). The phases were separated and the aqueous one back-extracted with DCM (2¡Á10 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40) to give the title compound D48 (0.071 g, 0.49 mmol, 70% yield from D47, two steps) as a yellow solid. UPLC: rt=0.28 min, peak observed: 143 (M+1). C6H7FN2O requires 142.

With the rapid development of chemical substances, we look forward to future research findings about 1097264-89-5.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6959-47-3, 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 6959-47-3, name is 2-(Chloromethyl)pyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

(2-Chloromethyl)pyridine hydrochloride was dehydrochlorinated by dissolution in an aqueous solution saturated with sodium carbonate and then extracted with dichloromethane. To a 7mL solution of 1,3-diamino-2-propanol (144mg) in acetonitrile was added dropwise a 5mL solution of (2-chloromethyl)pyridine (815mg) in acetonitrile. Then, triethylamine (1.75mL) was added dropwise to the reaction mixture that was then allowed to stir at room temperature for 5 days. After removing the solvent under vacuum, the mixture was dissolved in dichloromethane and washed three times with water. Purification by silica gel column chromatography (CHCl3/CH3OH) yielded 351mg (48%) of the expected product as a pale yellow oil. 1H NMR analysis (CDCl3, 360MHz): delta (ppm): 8.529 (4H, d, JHH=4.7Hz), 7.616 (4H, td, JHH=7.7Hz, JHH=1.8Hz), 7.402 (4H, d, JHH=7.9Hz), 7.152 (4H, td, JHH=4.7Hz, JHH=1.4Hz), 3.935-4.101 (9H, m), 2.72 (4H, m). HR ESI-MS analysis: m/z 455.2551,

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 6959-47-3, 2-(Chloromethyl)pyridine hydrochloride.

Reference:
Article; Trehoux, Alexandre; Roux, Yoann; Guillot, Regis; Mahy, Jean-Pierre; Avenier, Frederic; Journal of Molecular Catalysis A: Chemical; vol. 396; (2015); p. 40 – 46;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-17-7, 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 5470-17-7 as follows.

A mixture of 3-bromo-2-chloro-5-nitropyridine (2.37 g, 10.0 mmol) and 2,4-difluoroaniline (2.58 g, 20.0 mmol) in dimethyl sulfoxide (20 mL) was heated at 100 C for 2 hours. After cooling, the reaction mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with additional ethyl acetate twice. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on (silica gel, 5% ethyl acetate in heptanes) to provide the title compound (1.75 g, 53.0%). 1H NMR (400 MHz, DMSO-d6) delta 9.23 (s, 1H), 8.84 (d, J = 2.4 Hz, 1H), 8.61 (d, J = 2.4 Hz, 1H), 7.52 – 7.41 (m, 1H), 7.38 – 7.28 (m, 1H), 7.15 – 7.05 (m, 1H). MS (ESI-) m/z 328.0, 330.0 (M-H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-17-7, its application will become more common.

Reference:
Article; Fidanze, Steven D.; Liu, Dachun; Mantei, Robert A.; Hasvold, Lisa A.; Pratt, John K.; Sheppard, George S.; Wang, Le; Holms, James H.; Dai, Yujia; Aguirre, Ana; Bogdan, Andrew; Dietrich, Justin D.; Marjanovic, Jasmina; Park, Chang H.; Hutchins, Charles W.; Lin, Xiaoyu; Bui, Mai H.; Huang, Xiaoli; Wilcox, Denise; Li, Leiming; Wang, Rongqi; Kovar, Peter; Magoc, Terrance J.; Rajaraman, Ganesh; Albert, Daniel H.; Shen, Yu; Kati, Warren M.; McDaniel, Keith F.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1804 – 1810;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 74115-13-2, 5-Bromo-3-pyridinol, 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, Computed Properties of C5H4BrNO, blongs to pyridine-derivatives compound. Computed Properties of C5H4BrNO

To a solution of 5-bromopyridin-3-ol (L) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90C for 1 h and then cooled to 25C. The (bromomethyl)benzene (LIV) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25C overnight. The reaction was worked-up using a saturated sodium bicarbonate and EtOAc extraction. The product was purified by ISCO column (40-100% EtOAchexanes). The 3-(benzyloxy)-5-bromopyridine (LV) (105 mg, 0.398 mmol, 39.8 % yield) was obtained as yellow oil. ESIMS found for C,2H,oBrNO mlz 266.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,74115-13-2, 5-Bromo-3-pyridinol, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (240 pag.)WO2017/23975; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 791644-48-9, 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 791644-48-9, name is 2-Chloro-5-fluoronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Example 4A5-Fluoro-lH-pyrazolo[3,4-b]pyridin-3-amineA suspension of 38.5 g (245.93 mmol) of 2-chloro-5-fluoronicotinonitrile was introduced in 1,2-ethanediol (380 ml) and subsequently admixed with hydrazine hydrate (1 19.6 ml, 2.459 mol) The mixture was heated at reflux with stirring for 4 h. On cooling, the product precipitated. The yellow crystals were admixed with water (380 ml) and subjected to extractive stirring at RT for 10 min. Then the suspension was filtered with suction over a frit, and the filter product was washed with water (200 ml) and with -10C cold THF (200 ml). The residue was dried under a high vacuum over phosphorus pentoxide.Yield: 22.8 g (61% of theory) .H NMR (400 MHz, DMSO-d6): delta = 5.54 (s, 2H), 7.96 (dd, 1H), 8.38 (m, 1H), 12.07(m, 1H).

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 791644-48-9, 2-Chloro-5-fluoronicotinonitrile.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HIRTH-DIETRICH, Claudia; SANDNER, Peter; STASCH, Johannes-Peter; KNORR, Andreas; VON DEGENFELD, Georges; HAHN, Michael; FOLLMANN, Markus; WO2011/147810; (2011); 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. 24242-20-4, name is 5-Aminopicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Aminopicolinic acid

5-Amino-2- nicotinic acid (6.38 g) was dissolved in methyl alcohol (50 mL) and then cooled to 0 0C in an ice- water bath. Thionyl chloride (8.3 mL) was then added to the solution. The reaction mixture was refluxed for 3O h. After evaporating the methanol, the residue was neutralized with a saturated solution of sodium bicarbonate and was extracted with ethyl acetate. The organic layer was washed with water, brine, dried over sodium sulfate and filtered. The filtrate was concentrated to give 2.31 g of the final ester (Rf: 0.473 min, Condition B, M+H+: 153).

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, 24242-20-4, 5-Aminopicolinic acid.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); 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. 626-05-1, name is 2,6-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H3Br2N

A mixture of 2,6-dibromopyridine (4.83 g, 20.4 mmol), NaI (4.00 g, 26.7 mmol, 1.3 equiv.), and 57% HI (15 mL, 0.20 mol, 9.8 equiv.) in H2O was stirred at 140 C in a sealed tube suitable for high-pressure reactions (Note 1) for ca. 12 h (Note 2). The resulting yellow slurry was allowed to cool to rt after which the contents of the reaction vessel were poured into crushed ice (re-melted using a heat gun if necessary). Using concentrated aqueous NaOH, the pH was adjusted to neutral and the mixture was extracted with Et2O (3 x 200 mL). The combined organic extracts were washed with saturated aqueous NaHCO3 (50 mL) and saturated aqueous NaS2O3 (50 mL), dried with Na2SO4, filtered, and concentrated in vacuum. Purification using dry column vacuum chromatography (0-10% EtOAc / heptanes, 1% increments, 100 mL fractions) followed by recrystallization from boiling heptanes gave 12 (3.33 g, 20.4 mmol, 49%) as colorless thread thin needles.

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, 626-05-1, 2,6-Dibromopyridine.

Reference:
Article; Broman, S¡ãren Lindbaek; Andersen, Cecilie Lindholm; Jevric, Martyn; Tortzen, Christian Gregers; Hammerich, Ole; Nielsen, Mogens Br¡ãndsted; Tetrahedron; vol. 72; 39; (2016); p. 5831 – 5842;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75806-86-9, 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 75806-86-9 as follows.

Example 3: General procedure A: Synthesis of 5-chloro-3-nitro-2-aryloxy- pyridines and 5-chloro-3-nitro-2-arylsulfanyl-pyridines; [00383] A mixture of the appropriate hydroxyaryl or thioaryl (1.3 equiv), 2- bromo-5-chloro-3-nitro-pyridine (1 equiv) and K2CO3 (1.5 equiv) in DMF was heated at 80 C overnight. The resulting mixture was cooled to room temperature, and diluted with water and CH2CI2. The biphasic mixture was separated and the aqueous portion was extracted with CH2CI2. The combined extracts were washed with saturated aqueous NaHCO3, brine and dried (Na2SO4). It was then filtered and filtrate was concentrated under reduced EPO pressure and the product was purified by flash column chromatography on silica gel to provide desired product.; Example 4: 5-Chloro-3-nitro-2-phenoxy-pyridine; [00384] This compound was prepared according to the general procedure described above using 2-bromo-5-chloro-3-nitro-pyridine (500 mg, 2.11 mmol), phenol (258 mg, 2.75 mmol), K2CO3 (437 mg, 3.16 mmol) and DMF (2 mL). MS m/z : 250.4 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75806-86-9, its application will become more common.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 823-61-0, 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. 823-61-0, name is 3,6-Dimethyl-2-pyridinamine, molecular formula is C7H10N2, 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.

a. 1-Amino-3,6-dimethylpyridin-2(1H)-iminium-2,4,6-trimethylbenzenesulfonate A solution of O-(mesitylsulfonyl)hydroxylamine (5.3 g, 24.6 mmol) in DCM (20 mL) was slowly added to a solution of 3,6-dimethylpyridin-2-amine (1.0 g, 8.2 mmol) in DCM (5 mL). A yellow precipitate was formed gradually, and after stirring for 1 h, the precipitate was collected by filtration and used for the next step without further purification. ESI MS: m/z 138 [M+H]+.

According to the analysis of related databases, 823-61-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunovion Pharmaceuticals Inc.; US2012/178748; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem