Month: April 2022

Electric Literature of 112110-07-3 ,Some common heterocyclic compound, 112110-07-3, molecular formula is C6H5F3N2, 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.

Dissolve the amine obtained in Step 2 (380 mg, 2.35 mmol), pyridine (371 mg, 4.7 mmol) in DCM (8 mL), cool to 0 C. in ice bath. Add slowly phenyl chloroformate (403 mg, 2.35 mmol). After addition, stir the reaction at 0-5 C. for 2 hrs. Pour the mixture into water (50 mL), adjust pH to neutral with 1M HCl solution, extract with EtOAc (15 mL*3). Combine the organic layers; wash with brine (100 mL), dry over anhydrous Na2SO4, and concentrate under reduced pressure to get the crude product. Purification by chromatography (silica gel, EtOAc_PE=15:85) affords the target compound (390 mg, 59%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112110-07-3, its application will become more common.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71670-70-7 ,Some common heterocyclic compound, 71670-70-7, molecular formula is C7H9Cl2N, 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 1: 3-[1-(4-Bromo-benzyl)-3-tert-butylsulfanyl-5-(6-fluoro-quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester To 3-[1-(4-Bromo-benzyl)-3-tert-butylsulfanyl-5-hydroxy-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester (C-3; 0.25 g, 0.48 mmol) in DMF (2 mL) was added 2-chloromethyl-5-methyl-pyridine hydrochloride (0.13 g, 0.72 mmol), Cs2CO3 (0.39 g, 1.21 mmol), and catalytic tetrabutylammonium iodide. The reaction was stirred at room temperature overnight, after which LCMS showed the reaction was complete. The reaction mixture was partitioned between EtOAc and water, the aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The crude material was purified on silica gel (0 to 15% EtOAc in hexanes) to give an additional the desired product (E-1, 0.30 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71670-70-7, its application will become more common.

Reference:
Patent; Amira Pharmaceuticals, Inc.; US2007/105866; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 76102-92-6, Adding some certain compound to certain chemical reactions, such as: 76102-92-6, name is 2-Amino-N-(pyridin-3-yl)benzamide,molecular formula is C12H11N3O, 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 76102-92-6.

Example 11 To a solution of 397 mg of 2-morpholin-4-yl-1,3-oxazole-4-carboxylic acid and 450 mul of 4-methylmorpholine in 10 ml of THF was added 260 mul of isobutyl chloroformate under ice-cooling, followed by stirring at room temperature for 30 minutes. Under ice-cooling, a solution of 426 mg of 2-amino-N-pyridin-3-yl benzamide in 8 ml of THF was added thereto, followed by stirring at room temperature for 1 hour and at 60C overnight. The reaction mixture was concentrated under reduced pressure, water was then added thereto, and the precipitated solid was collected by filtration. This was suspended in ethanol, and 1.5 ml of a 4 M hydrogen chloride/EtOAc solution was added thereto, followed by stirring for 2 hours. The solid in the system was collected by filtration to prepare 250 mg of 2-morpholin-4-yl-N-[2-(pyridin-3-ylcarbamoyl)phenyl]-1,3-oxazole-4-carboxamide hydrochloride.

According to the analysis of related databases, 76102-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astellas Pharma Inc.; EP2206707; (2010); 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. 38923-08-9, name is Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate

Ethyl 6-nitroimidazo[l,2-alpha]pyridine-2-carboxylate (1.137 g, 4.83 mmol) and 10% Pd on C (200 mg) were suspended in EtOH (4 mL). The reaction mixture was stirred at room temperature under 1 atm of hydrogen for 18 h. It was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The resulting residue was purified by chromatography to afford ethyl 6-aminoimidazo[l ,2-alpha]pyridine-2-carboxylate as a green solid (478 mg, yield: 48%). 1H NMR (400 MHz, CDCl3): delta: 8.026 ( I H, s), 7.571 (2H, m), 6.91 1 (1 H, dd, J = 9.6 Hz, J2 = 2.0 Hz), 4.475 (2H, q, J = 7.2 Hz), 1 .438 (3H, t, J = 7.2 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, 38923-08-9, Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; WO2008/100423; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 866775-18-0, 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. 866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate, molecular formula is C8H6BrF3N2O2, 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.

3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester(lntermediate A step 4) (2 g, 6.69 mmol) was suspended in toluene (8 ml), then p-toluenesulfonic acid (TsOH) (0.1 15 g, 0.669 mmol) and acetonylacetone (0.941 ml, 8.03 mmol) was added. The reaction mixture was heated at reflux for 2 h and allowed to cool to RT overnight. The resulting dark red/ black solution was concentrated under reduced pressure to remove toluene and the crude residue was diluted with EtOAc (200 ml), washed with NaHC03 (50 ml), dried (MgS04) and concentrated under reduced pressure to give a brown solid; LC-MS Rt = 5.58 min [M+H]+ 377/379 (Method 10minl_C_v002). 1 H NMR (400 MHz, DMSO-d6) ? 8.50 (1 H, s), 7.77 (2H, s), 5.83 (3H, s), 1.90 (6H, s); 19F NMR (400 MHz, DMSO-d6) ? -62.26 (CF3, s)

According to the analysis of related databases, 866775-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; LEGRAND, Darren Mark; WO2013/38373; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6515-09-9, 2,3,6-Trichloropyridine, 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, Quality Control of 2,3,6-Trichloropyridine, blongs to pyridine-derivatives compound. Quality Control of 2,3,6-Trichloropyridine

Example 11 Compound No. 37 in Table 1 [0087] 2-chloro-5-ethylaminomethylthiazole, 18.6 g of 2,3,6-trichloropyridine, 30.0 g of potassium carbonate and 200 mL of N,N-dimethylformamide (DMF) were added in a 500 mL single neck flask equipped with a magnetic stirrer. After stirred at reflux temperature for 4 to 6 hours, the reaction mixture was extracted with ethyl acetate, the organic layer was separated while the aqueous layer was extracted with ethyl acetate twice. The organic phases were combined, and dried over anhydrous sodium sulfate after washed with an iced aqueous sodium chloride solution twice, then remove the solvent under reduced pressure to obtain 25.0 g of crude product which was purified by a silica gel column chromatography using a petroleum ether/ ethyl acetate (20/1) as an eluent to obtain 13.0 g of 6-chloro-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-chloropyridin-2-amine, having the content 91.0%, as a yellow viscous liquid, and rod-like crystals were generated after standing, m.p.: 95.8-96.8 ? GC-MS (M+) (EI, 70 eV, m/z) calc: 321; found: 321; 1H NMR (CDCl3/TMS, 300 MHz) delta (ppm) 1.179 (t, J=7.2 Hz, 3H, CH3), 3.413 (q, J=7.2 Hz, 2H, CH2), 4.726 (s, 2H, CH2), 6.378 (d, J=8.7 Hz, 1H, Py H), 7.447 (d, J=8.7 Hz, 1H, Py H), 7.497 (s, 1H, Thiazole-H).

The synthetic route of 6515-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liu, Aiping; Wang, Xiaoguang; He, Lian; Ou, Xiaoming; Liu, Minhua; Chen, Ming; Liu, Xingping; Tang, Ming; Ren, Yeguo; Chen, Haobin; US2015/51402; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 179687-79-7, 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 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-[(2-chloro-4-nitrophenoxy)methyl]pyridine from Example 5A (6.65 g, 25.1 mmol) in ethanol (120 mL) was added zinc powder (8.22 g, 126 mmol), and the mixture was heated to 600C. A solution of ammonium chloride (2.67 g, 50.3 mmol) in water (24 mL) was added dropwise, and the reaction was stirred for additional 2 h at this temperature. The mixture was filtered through Celite, and the solvent was removed in vacuo. The residue was triturated with water, and the precipitate was collected by suction filtration, washed with water and dried to yield 4.97 g (84%) of the aniline.1H-NMR (400 MHz, DMSO-d6): delta = 4.95 (br. s, 2H), 5.08 (s, 2H), 6.46 (dd, IH), 6.66 (d, IH), 6.91 (d, IH), 7.33 (dd, IH), 7.54 (d, IH), 7.85 (dt, IH), 8.56 (d, IH).LC/MS (method 3): R, = 1.17 min; MS (ESIpos): m/z = 235 [M+H]+.

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 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine.

Reference:
Patent; BAYER HEALTHCARE AG; WO2009/33581; (2009); 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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine. A new synthetic method of this compound is introduced below., Formula: C11H8BrN

Preparation method: under the environment of air, to 10 ml electrifying thrill tube by adding 0.2 mmol of 2 – (2 – bromophenyl) pyridine compound, 0.3 mmol of […], 0.02 mmol of cuprous iodide, 0.4 mmol potassium carbonate, N, N – dimethyl formamide 2 ml, 120 C reaction 12 hours; after the reaction, the use of ethyl acetate extraction, concentrated under reduced pressure chromatography (silica gel 200 – 300 mesh, eluent: ethyl acetate/petroleum ether gradient leaching, the proportion of 0/100 to 100/0), drying to obtain the yellow solid, yield 95%.

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, 109306-86-7, 2-(2-Bromophenyl)pyridine.

Reference:
Patent; Zhengzhou University; Zhu Xinju; Zhang Xiaojie; Wang Yagai; Liu Shuang; Tian Lulu; Zhao Xuemei; Hao Xinqi; Song Maoping; (10 pag.)CN109776574; (2019); 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. 3430-26-0, name is 2,5-Dibromo-4-methylpyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C6H5Br2N

To a solution of 2,5-dibromo-4-methylpyridine (20.00 g, 80.00 mmol) in acetonitrile (350 mL) was added sodium iodide (24.00 g, 160.0 mmol) and acetyl chloride (4.70 g, 59.9 mmol) at 0C under N2 in a 500 mL round bottom flask. The mixture was heated to 90C and stirred for 16 h. LC-MS showed the reaction was complete. The mixture was filtered, the precipitate was dissolved with DCM (50 mL) and water (50 mL), the organic layer was washed with water (30 mL x 2), dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo to give the title compound, which was used directly for next step without further purification.1H NMR (CDCl3, 400 MHz): 8.39 (s, 1H), 7.60 (s, 1H), 2.33 (s, 3H). MS (ESI) m/z 297.8/299.8 (M+H).

The synthetic route of 3430-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; KUANG, Rongze; KUMAR, Puneet; DUFFY, Joseph, L.; ZHU, Cheng; ALI, Amjad; YANG, Meng; DEBENHAM, John, S.; (124 pag.)WO2018/39094; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59105-50-9, 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.59105-50-9, name is (5-Bromopyridin-3-yl)(phenyl)methanone, molecular formula is C12H8BrNO, molecular weight is 262.1, as common compound, the synthetic route is as follows.

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

Statistics shows that 59105-50-9 is playing an increasingly important role. we look forward to future research findings about (5-Bromopyridin-3-yl)(phenyl)methanone.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem