Tag: M.W:200-300

Electric Literature of 911434-05-4, 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 911434-05-4, name is 5-Bromo-2-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of T-3 (13.2 g, 60.8 mmol) and iron powder (11.50 g, 205.9 mmol) in acetic acid (150 mL) is warmed at reflux. After 2 hours, the reaction is diluted with Et2O (100 mL) and EtOAc (250 mL) and filtered through filter agent washing with ethyl acetate. The filtrate is diluted with water (200 mL) made basic with first K2CO3 and then NaHCO3 and extracted with EtOAc (3 x 150 mL). The combined organic layers are washed with saturated aqueous NaHCO3 (100 mL), brine (2 x 100 mL), dried over magnesium sulfate, filtered and concentrated to provide T-4.

According to the analysis of related databases, 911434-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BETAGERI, Rajashekhar; COOK, Brian, Nicholas; DISALVO, Darren; HARCKEN, Christian; KUZMICH, Daniel; LIU, Pingrong; LORD, John; MAO, Can; RAZAVI, Hossein; WO2012/87782; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 78607-36-0, 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 78607-36-0 as follows.

To a THF solution (40 ml) of Diisopropyl amine (4.46 ml, 1.5 eqv) was added BuLi (1.88 M, 1.5 eqv) at -15 C. and the resulting reaction mixture was allowed to stir at same temperature for 20 minutes. It was then cooled to -78 C. and 2-chloro-3-iodopyridine (5 g, 20.92 mmol) in THF (10 ml) was added dropwise at the same temperature and allowed to stir for 1 hr at -78 C. Reaction was quenched with water (10 ml), stirred at ambient temperature for 15 minutes and extracted with ethyl acetate. Organic layer was washed successively with brine and finally dried over sodium sulfate. Evaporation of organic layer under reduced pressure gave the crude product which was immediately used in the next step without any further purification. Yield: 80% (Crude)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78607-36-0, its application will become more common.

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 154078-83-8, Adding some certain compound to certain chemical reactions, such as: 154078-83-8, name is Ethyl 2-(3-nitropyridin-2-yl)acetate,molecular formula is C9H10N2O4, 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 154078-83-8.

c Ethyl 2-(3-Amino-pyridin-2-yl)-acetate Under an atmosphere of nitrogen, Pd/C (10%, 1.36 g) was added to a round bottom flask. Ethyl 2-(3-nitro-pyridin-2-yl)-acetate (8.6 g, 0.41 mol) was dissolved in ethanol (200 mL) and added to the reaction vessel. The reaction was placed under an atmosphere of hydrogen and stirred at room temperature for 30 min. The reaction was filtered through celite, and the filtrate was concentrated in vacuo to afford the title compound as a tan solid (6.94 g, 94% yield).

According to the analysis of related databases, 154078-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SmithKline Beecham Corporation; US6624171; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 960299-32-5, 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. 960299-32-5, name is 3-Bromo-6-chloro-1-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

A mixture of 27.28 g of 3-bromo-6-chloro-1-methylpyridin-2 (1H) -one, 47.94 g of cesium carbonate and 100 mL of DMF was cooled with ice.19.32 g of 2,2,3,3,3-pentafluoro-1-propanol was added dropwise and stirred at room temperature for 3 hours. To the resulting mixture was added water and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue obtained is washed successively with water and hexane and is shown below39.41 g of Intermediate A-28 was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,960299-32-5, 3-Bromo-6-chloro-1-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Murakami, Shinichiro; (468 pag.)JP2019/65018; (2019); A;,
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.153034-86-7, name is 2-Chloro-4-iodopyridine, molecular formula is C5H3ClIN, molecular weight is 239.44, as common compound, the synthetic route is as follows.category: pyridine-derivatives

c) 2-Chloro-4-(5-methyl-3-phenyl-isoxazol-4-ylethynyl)-pyridine A mixture of 4-ethynyl-5-methyl-3-phenyl-isoxazole (110 mg, 0.60 mmol), 2-chloro-4-iodopyridine(172 mg, 0.72 mmol), triethylamine (209 mul, 1.50 mmol) and bis(triphenylphosphine)palladium(II) chloride (13 mg, 0.02 mmol) in N,N-dimethylformamide (1.2 mL) was evaporated and flushed with argon. Cuprous iodide (2 mg, 0.01 mmol) was added and the reaction mixture was stirred for 1.5 h at 90 C. before it was cooled to ambient temperature and separated between aqueous sodium hydroxide (1 M, 20 mL) and ethyl acetate (30 mL). The aqueous layer was extracted with ethyl acetate (30 mL) and the combined organic layers were washed with aqueous sodium hydroxide (1 M, 20 mL), dried over sodium sulfate and concentrated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 80:20) afforded the title compound (160 mg, 91%) as a colorless oil. MS: m/e=295.0/297.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Buettelmann, Bernd; Knust, Henner; Thomas, Andrew; US2007/287739; (2007); 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.152460-10-1, name is N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine, molecular formula is C16H15N5, molecular weight is 277.32, as common compound, the synthetic route is as follows.Safety of N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine

Embodiment 6 In a 5000 mL dried 4-neck flask, 3000 mL propanol, 277 g 4-methyl-N-3-(4-pyridin-3-yl-pyrimidin-2-yl)-1,3-benzenediamine, and 2250 g 4-(4-methyl-piperazin-1-methyl)-benzoic acid phenyl ester were added. After it was stirred to dissolve, 1500 g cesium hydroxide was then added. The mixture was heated to 80 C. for reaction overnight until the reaction was detected to be complete, and then concentrated to remove propanol. The obtained solid was washed with water and dried, thus 450 g Imatinib was obtained, and the yield is 90.5%. The data of spectrum is the same as above.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,152460-10-1, N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine, and friends who are interested can also refer to it.

Reference:
Patent; Shen, Xin; He, Xiao; Yang, Jidong; Wu, Shaohong; Zhan, Huaxing; US2013/41149; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 39856-50-3, 5-Bromo-2-nitropyridine, 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, Recommanded Product: 5-Bromo-2-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-2-nitropyridine

Step A: 1-(6-Nitropyridin-3-yl)piperazine Under a protection of nitrogen, to a solution of piperazine (2.55g, 29.56mmol) and 5-bromo-2-nitro-pyridine (5g, 24.63mmol) in acetonitrile (40mL) were added potassium carbonate (5.11g, 36.95mmol) and tetrabutylamine iodide (636.83mg, 1.72mmol) and it was stirred at 100C for 16 hours. It was immediately filtered at a high temperature, and the filter cake was washed with hot acetonitrile, followed by a precipitating of solid from the filtrate, filtration again. The filter cake was washed with a small portion of cold acetonitrile, then spin-dried to give the title compound. MS-ESI (m/z): 209(M+1). 1H NMR (400MHz, DMSO-d6) delta=8.23 (d, J=3.0 Hz, 1H), 8.13 (d, J=9.3 Hz, 1H), 7.44 (dd, J=3.0, 9.3 Hz, 1H), 3.43-3.38 (m, 4H), 2.87-2.76 (m, 4H).

The synthetic route of 39856-50-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; LIU, Shilan; LIANG, Guibai; WANG, Hongjian; ZHANG, Ming; CHEN, Shuhui; (93 pag.)EP3640247; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 697300-73-5 , The common heterocyclic compound, 697300-73-5, name is 3-Bromo-5-iodopyridin-2-amine, molecular formula is C5H4BrIN2, 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.

3-Bromo-5-iodopyridin-2-amine (7.50 g), 3,4-dimethoxyphenylboronic acid (4.79 g), tetrakis(triphenylphosphine)palladium (1.45 g) and potassium carbonate (10.4 g) were suspended in dioxane (100 ml) and water (10 ml), and the suspension was heated at 80 C. for 9.5 hours. After leaving to cool, a saturated aqueous ammonium chloride solution was added, and the organic layer was extracted with ethyl acetate and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [ethyl acetate] to give 7.36 g of the title compound as a solid. MS (ESI) m/z: 309, 311 (M+H)+.

The synthetic route of 697300-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ohki, Hitoshi; Ota, Masahiro; Takeuchi, Kosuke; Watanabe, Hideaki; Yamaguchi, Akitake; Shibata, Yoshihiro; Tominaga, Yuichi; Jimbo, Takeshi; Kobayashi, Keijiro; Kobayashi, Katsuhiro; Fukatsu, Daisuke; US2013/281428; (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. 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2BrClN2O2

The lambda/-[5-(5-amino-6-chloropyridin-3-yl)thiazol-2-yl]acetamide used as a starting material was prepared as follows :-Using an analogous procedure to that described by K. Jouve and J. Bergman, J. Heterocyclic Chem., 2003, 40, 261 except that one equivalent of lithium chloride was used, 2-amino-5-bromo-3-nitropyridine was converted in 84% yield into 5-bromo-2-chloro-3-nitropyridine; 1H nuMR Spectrum: (CDCl3) 8.37 (IH, d), 8.7 (IH, d); which, in turn, was converted into 3-amino-5-bromo-2-chloropyridine; 1H nuMR Spectrum: (CDCl3) 4.17 (2H, br s), 7.18 (IH, d), 7.85 (IH, d).

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, 67443-38-3, 5-Bromo-2-chloro-3-nitropyridine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/129044; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 80845-58-5, Adding some certain compound to certain chemical reactions, such as: 80845-58-5, name is Methyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate,molecular formula is C14H17NO2, 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 80845-58-5.

Step B. A 0.5 M THF solution of (3-bromophenyl)magnesium bromide (20 mL, 10 mmol) was cooled to -15 C., and methyl 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate (1.05 g, 4.3 mmol) in toluene (3.0 mL) was slowly added for 3 h at -15 C. The reaction mixture was warmed to 20 C. and quenched by addition of saturated NH4Cl aqueous solution followed by extraction with EtOAc. The combined organic solution was dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed in silica gel column (Hex/EtOAc 9/1) to give methyl 1-benzyl-3-(3-bromophenyl)piperidine-4-carboxylate (1.0 g, 2.6 mmol).

According to the analysis of related databases, 80845-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/49613; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem