Tag: M.W:100-200

Synthetic Route of 607373-82-0, 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.607373-82-0, name is 4-Methoxy-5-nitropyridin-2(1H)-one, molecular formula is C6H6N2O4, molecular weight is 170.12, as common compound, the synthetic route is as follows.

Example 2 Preparation of 2-chloro-4-methoxy-5-nitro pyridine Charged 2-hydroxy-4-methoxy-5-nitro pyridine (100 g) and dimethylaniline (92 mL) at 10 C.- to 20 C. Added phosphorus oxychloride (300 mL) slowly at 10 C. to 20 C. Refluxed for 2.0 hrs. Cooled to room temperature and dumped reaction mixture in ice and extracted in ethyl acetate after adjusting the pH to around 10 to 12. Treated the organic layer with brine solution and dried over sodium sulphate. Distilled off under reduced pressure to give residue which on crystallisation with diisopropyl ether gave 2-chloro-4-methoxy-5-nitro pyridine (70.0 g).

The chemical industry reduces the impact on the environment during synthesis 607373-82-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Apicore US LLC; Kovi, Ravishanker; Kannapan, Jayaraman; Thakor, Sanjay F.; Naik, Ashish; US2015/315149; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, 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 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine

Example 5A 5-Fluoro-3-iodo-1H-pyrazolo[3,4-b]pyridine [0592] 5-fluoro-1H-pyrazolo[3,4-b]pyridine-3-amine were initially charged in THF (329 ml), and the mixture was cooled to 0 C. 16.65 ml (131.46 mmol) of boron trifluoride diethyl ether complex were then added slowly. The reaction mixture was cooled further to -10 C. A solution of 10.01 g (85.45 mmol) of isopentyl nitrite in THF (24.39 ml) was then added slowly, and the mixture was stirred for a further 30 min. The mixture was diluted with cold diethyl ether (329 ml) and the resulting solid was isolated by filtration. The diazonium salt thus prepared was added a little at a time to a solution at 0 C. of 12.81 g (85.45 mmol) of sodium iodide in acetone (329 ml), and the mixture was stirred at RT for 30 min. The reaction mixture was poured into ice-water (1.8 l) and extracted twice with ethyl acetate (487 ml each time). The collected organic phases were washed with saturated aqueous sodium chloride solution (244 ml), dried, filtered and concentrated. This gave 12.1 g (86% pure, 60% of theory) of the desired compound as a brown solid. The crude product was converted without further purification. [0594] LC-MS (Method 1): Rt=1.68 min; MS (ESIpos): m/z=264 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Griebenow, Nils; Lang, Dieter; Wunder, Frank; US2014/228366; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6221-01-8, Pyridine-2,5-dicarbaldehyde, 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 C7H5NO2, blongs to pyridine-derivatives compound. Computed Properties of C7H5NO2

General procedure: To a solution of 2,5-dicarbaldehyde pyridine (50 mg), in 1,2-dichloroethane (3.6 mL), was added the aniline derivative (6 eq) and acetic acid (2 eq) were added. After stirring for 5 min at room temperature, the solution was treated with sodium triacetoxyborohydride (3 eq). It was then stirred at room temperature overnight and purified via preparative thin layer chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6221-01-8, Pyridine-2,5-dicarbaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Virani, Saniya; Liang, Zhongxing; Yoon, Younghyoun; Shim, Hyunsuk; Mooring, Suazette R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 220 – 224;,
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.7321-93-9, name is 4,6-Dichloropyridin-3-amine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.COA of Formula: C5H4Cl2N2

To a stirred solution of 4,6-dichloropyridin-3-amine (1.42 g, 8.712 mmol) in dry DMF (8 mL) was added a 60percent suspension of sodium hydride in mineral oil (767 mg, 19.166 mmol) under nitrogen atmosphere at 0 °C. The reaction mixture was stirred at this temperature for 5-10 min. To this stirred reaction mixture was added a solution of methyl iodide (1.2 mL, 19.166 mmol) in dry DMF (2 mL) dropwise. Then, the reaction mixture was stirred at RT for 20 min. The progress of reaction was monitored by TLC. After completion of the reaction, the mixture was quenched by addition of ice-water and product was extracted with EtOAc (50 mL). The organic layer was again washed with water (2×20 mL) and brine solution (20 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 4,6-dichloro-N-methyl-pyridin-3-amine (1.6 g) as a light brown solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7321-93-9, 4,6-Dichloropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; PUJALA, Brahmam; SHINDE, Bharat Uttam; NAYAK, Anjan Kumar; CHAKLAN, Naveen; AGARWAL, Anil Kumar; RAMACHANDRAN, Sreekanth A.; PHAM, Son; WO2015/103355; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 18364-47-1, Adding some certain compound to certain chemical reactions, such as: 18364-47-1, name is N-Methylpyridin-3-amine,molecular formula is C6H8N2, 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 18364-47-1.

12.71 g (104.7 mmol) of thionyl chloride were added to a suspension of 12 g (95.2 mmol) of 1-methylimidazole-5-carboxylic acid in 72 ml of toluene, and the mixture was stirred under reflux overnight. The reaction mixture was concentrated under reduced pressure. A solution of 10.3 g (95.2 mmol) of 3-methylaminopyridine (V-1) in 72 ml of pyridine was added to the residue, and the resulting reaction mixture was heated at 115 C. for 4 h. The mixture was then once more concentrated under reduced pressure and the residue was purified by column chromatography on silica gel using the mobile phase acetonitrile/methanol 3:1. This gave 8.1 g (39.3% of theory) of the title compound (XV-1). log P[n]: 0.42 (0537) 1H-NMR (CD3CN, 400 MHz); delta=3.39 (s, 3H), 3.81 (s, 3H), 6.17 (s, 1H), 7.36-7.40 (m, 2H), 7.67-7.70 (m, 1H), 8.41 (m, 1H) 8.47 (m, 1H) ppm.

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. 18364-47-1, N-Methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; JANSEN, Johannes-Rudolf; HEIL, Markus; FISCHER, Reiner; WILCKE, David; WILLOT, Matthieu; ILG, Kerstin; EILMUS, Sascha; LOeSEL, Peter; ANDERSCH, Wolfram; (69 pag.)US2019/47982; (2019); 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. 128071-98-7, name is 4-Bromo-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-Bromo-2-fluoropyridine

The stirred solution of 4-bromo-2-fluoropyridine (10.0 g, 56.82 minol), phenylmethanethiol (7.3 mL, 62.50 minol), Pd2(dba)3 (2.60 g, 2.84 minol), Xanthophos (3.28 g, 5.68 minol) andDIPEA (19.4 mL, 113.64 minol) in dioxane (150 mL) was degassed with argon for 15 min The resulting reaction mixture was heated to reflux for 16 h under argon atmosphere. The reaction mixture was cooled to rt, filtered through celite bed, the celite bed was washed with EtOAc and the combined filtrate was concentrated to dryness under reduced pressure. The crude was purified by flash column chromatography (40 g SiliCycle column, 2-3% EtOAc inHexane elution) to provide the title compound as yellow oil (12.0 g, 96.3%). LC/MS, ESIMS( ): 219.5. 1H NMR (400 MHz, CDCI3) O ppm 7.99 (d, J= 5.2 Hz, 1H), 7.43-7.30 (m, 5H), 7.00 -6.98 (m, 1 H), 6.74 -6.73 (m, 1 H).

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, 128071-98-7, 4-Bromo-2-fluoropyridine.

Reference:
Patent; NOVARTIS AG; PHILLIPS, Dean Paul; AZIMIOARA, Mihai; CHEN, Bei; EPPLE, Robert; NIKULIN, Victor Ivanovich; RODRIGUEZ, Rodrigo A.; PATEL, Sejal; HONDA, Ayako; (295 pag.)WO2018/42316; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 109-04-6 , The common heterocyclic compound, 109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, 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.

Example 109 B2-(tributylstannyl)pyridine; 2-bromopyridine (14.9 g, 93.1 mmol) in anhydrous THF (700 mL) was cooled to -78 C. under a stream of nitrogen gas, n-BuLi in hexane (54 mL) were added thereto and the mixture was stirred for 30 min. Tributyltin chloride (29 mL, 108 mmol) was added and the mixture was stirred, at -78 C. for 2 hours and afterwards at -20 C. for 3 hours. It was poured into an aqueous ammonium chloride solution and extracted with ethyl acetate. The organic phase was dried and the solvent was evaporated. The residue was purified by chromatography (petroleum ether/ethyl acetate=9/1) to give 2-(tributylstannyl)pyridine (12 g, yield 34%) as a yellow liquid, LC-MS (ESI) m/z: 370 (M+1)+.

The synthetic route of 109-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEAD THERAPEUTICS, INC.; US2009/197863; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 585-48-8 ,Some common heterocyclic compound, 585-48-8, molecular formula is C13H21N, 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.

EXAMPLE 197 (R)-N-(2-Chloro-4-iodophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide Oxalyl chloride (1.07 ml) was added dropwise to a stirred suspension of (R)-(+)-2-hydroxy-2-methyl-3,3,3-trifluoropropanoic acid (Method 9) (1.95 g) in DCM (42 ml) and DMF (0.8 ml). The mixture was stirred at ambient temperature for 2 hours and was then added over 35 minutes to a solution of 2-chloro-4-iodoaniline (2.5 g) and 2,6-di-t-butylpyridine (2.94 ml) in DCM (40 ml) and stirred a further 18 hours. Volatile material was removed by evaporation and the residue was purified by flash chromatography on silica gel eluding with DCM to give the title compound (2.85 g) as a solid. NMR: 1.6 (s, 3H), 7.7 (m, 2H), 7.8 (d, 1H), 7.9 (brs, 1H); MS (ESP-): 392.

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. 585-48-8, 2,6-Di-tert-butylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US6498275; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 58483-95-7, 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 58483-95-7, name is 5-Amino-2-chloropyridine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

5-amino-2-chloro isonicotinic acid (30g, 0.1738mol, 1.0eq), was dissolved in N,N-dimethylformamide (300 mL) in added portionwise at 0°C, N,N’-carbonyldiimidazole imidazole (48g, 0.2955mol, 1.7eq), was slowly warmed to room temperature overnight.LC-MS showed the reaction was complete, cooled to room temperature, the next step without treatment.

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 58483-95-7, 5-Amino-2-chloropyridine-4-carboxylic acid.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Yang Xiaoju; (118 pag.)CN109575016; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 179543-88-5, 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. 179543-88-5, name is 5-Hydrazinyl-2-methoxypyridine hydrochloride. A new synthetic method of this compound is introduced below.

[Referential Example 17] 5-(4-Dimethylaminophenyl)-1-(6-methoxy-3-pyridyl)-1H-pyrazole-3-carboxylic acid; [Show Image] 1) Ethyl 5-(4-dimethylaminophenyl)-1-(6-methoxy-3-pyridyl)-1H-pyrazole-3-carboxylate; To a solution of sodium ethoxide (1.36 g) in ethanol (50 ml) was added a solution of diethyl oxalate (2.72 ml) and 4′-dimethylaminoacetophenone (1.632 g) in ethanol (50 ml), and the mixture was heated under reflux for 16 hours. After cooling with air, 5-hydrazino-2-methoxypyridine hydrochloride (2.102 g) of Referential Example 1 was added to the solution and the mixture was heated under reflux for 3 hours. After cooling with air, the reaction solvent was evaporated under reduced pressure. Water and ethyl acetate were added to the residue and the phases were separated, and the organic layer was washed with brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate-hexane) to give ethyl 5-(4-dimethylaminophenyl)-1-(6-methoxy-3-pyridyl)-1H-pyrazole-3-c arboxylate (2.134 g, 58%) as an oily product. 1H-NMR (400 MHz, CDCl3)delta: 1.42 (3H, t, J = 7.1 Hz), 2.97 (6H, s), 3.94 (3H, s), 4.45 (2H, q, J = 7.1 Hz), 6.62 (2H, d, J= 8.8 Hz), 6.73 (1H, d, J = 8.8 Hz), 6.94 (1H, s), 7.06 (2H, d, J = 8.8 Hz), 7.58 (1H, dd, J = 8.8, 2.7 Hz), 8.16 (1H, d, J = 2.7 Hz). ESI-MSm/z: 367 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,179543-88-5, 5-Hydrazinyl-2-methoxypyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem