Day: December 22, 2020

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 16063-69-7, name is 2,4,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H2Cl3N

To a solution of 2,4,6-trichloro-pyridine (5.00 g) in tetrahydrofuran (anhydrous, 50,00 mL) at -78 00 under a nitrogen atmosphere was added n-butyl lithium (2.5M in hexane) (10,96 ml) dropwise. The mixture was stirred at -78 00 for 1 h and then piperidine-1- carbaldehyde (3.04 mL) was added drop wise. The reaction was stirred at -78 00 for 1 h. The reaction mixture was quenched with sat NH4CI aq (50 ml). The mixture was extracted with TBME (3 x 40 mL) and the organic phase washed successively with 1 M HCI (75 mL) and sat. ammonium carbonate (75 mL). The organic phase were dried (Na2504) and concentrated and the residue purified by Biotage Isolera FCC (5i02: 50 g) eluting with 10-50% TBME in cyclohexane to give 2.94 g of product as a yellow solid.Analysis: HPLC-MS: R1 = 1.27 mm (method P)1H NMR (DMSO, 250 MHz) 68.07 (1H, s), 10.28 (1H, s)

With the rapid development of chemical substances, we look forward to future research findings about 16063-69-7.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; DAHMANN, Georg; GNAMM, Christian; FANDRICK, Daniel; SCOTT, John; MCCARTHY, Clive; (149 pag.)WO2017/42100; (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. 929000-66-8, name is 3-Bromo-6-chloropyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-Bromo-6-chloropyridine-2-carboxylic acid

A) methyl 3-bromo-6-chloropyridine-2-carboxylate To a solution of 3-bromo-6-chloropyridine-2-carboxylic acid (5.00 g) in methanol (90 mL) was added 98% sulfuric acid (889 mg), and the mixture was stirred at 60C for 16 hr. The reaction mixture was cooled to room temperature, and the solvent was evaporated under reduced pressure. The obtained residue was dissolved in ethyl acetate, the solution was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (5.05 g). 1H NMR (400 MHz, DMSO-d6) delta 3.93 (3H, s), 7.70 (1H, d, J = 8.4 Hz), 8.32 (1H, d, J = 8.4 Hz).

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, 929000-66-8, 3-Bromo-6-chloropyridine-2-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOGO, Takatoshi; YOSHIKAWA, Masato; SAITOH, Morihisa; KATOH, Taisuke; SEKI, Tomohiro; NAKADA, Yoshihisa; (148 pag.)EP3366684; (2018); 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

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

Synthetic Route of 7379-35-3, 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 7379-35-3, name is 4-Chloropyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. Preparation of 5-nitro-1-(4-pyridinyl)-1H-indole To a solution of 5-nitroindole (7.0 g, 43.2 mmol) and 4-chloropyridine hydrochloride (7.8 g, 51.8 mmol) in DMF (43 mL) was added potassium tert-butoxide (12.1 g, 108.0 mmol), portionwise. The reaction was heated at 100¡ã C. for 48 h. The mixture was allowed to cool to room temperature and poured into water (400 mL). The resulting solid was removed by filtration and dried under vacuum. Desired compound (6.04 g, 25.3 mmol; 58percent yield); 1H NMR (DMSO-d6) delta 8.76 (dd, J=1.7, 4.5, 2H), 8.68 (d, J=2.2, 1H), 8.06-8.13 (m, 2H), 7.92 (d, J=9.2, 1H), 7.75 (dd, J=1.5, 4.6, 2H), 7.07 (dd, J=0.9, 3.5, 1H); ES MS [M+H]+=240.

According to the analysis of related databases, 7379-35-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CORPORATION; US2004/2507; (2004); 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

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. 935466-69-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridin-6-amine. A new synthetic method of this compound is introduced below., Product Details of 935466-69-6

The compound (11.0g, 65.6mmol) obtained in Step 2 was dissolved in pyridine (100ml) and cyclopropanecarbonyl chloride (7.5g, 72.2mmol) was slowly added dropwise at 0oC, followed by stirring at the same temperature for 1 hour. The reaction mixture was added to water (350 ml), and the resulting solid was filtered and dried under reduced pressure to obtain the title compound (12.7 g, 53.9 mmol)

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, 935466-69-6, 4-Chloro-1H-pyrrolo[2,3-b]pyridin-6-amine.

Reference:
Patent; H Kei Ino N Co., Ltd.; Ryu Ha-na; Kim Dong-gyu; Jeong Su-yeon; Ji Mi-gyeong; Lee Hyeok-u; Kim Seung-chan; Ki So-yeong; Kim Myeong-jung; Lee Ye-rim; Lee Ho-yeol; Park Ji-yeon; (334 pag.)KR102112336; (2020); B1;,
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

Adding a certain compound to certain chemical reactions, such as: 499-51-4, 4-Hydroxypyridine-2,6-dicarboxylic acid, 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, Application In Synthesis of 4-Hydroxypyridine-2,6-dicarboxylic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Hydroxypyridine-2,6-dicarboxylic acid

Chelidamic acid (5 g, 27 mmol) was mixed with phosphorus pentabromide (58 g, 135 mmol) and heated to 80C for 2 h. The resulting mixture was cooled to room temperature, chloroform (50 ml_) was added and the mixture was filtered. The filtrate was cooled to 0C, methanol (90 ml_) was added in small portions and the resulting suspension was filtered off and dried under vacuum at 50C to afford dimethyl 4-bromopyridine-2,6-dicarboxylate (7 g, 93%). 1H NMR: dH (300 MHz, DMSO-d6) 8.43 (2H, s), 3.93 (6H, s).

The synthetic route of 499-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MIRONID LIMITED; ADAM, Julia Mary; ADAMS, David Roger; KULKARNI, Santosh Shripad; NANDURDIKAR, Rahul Shripad; (131 pag.)WO2019/193342; (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.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