Day: March 25, 2022

Synthetic Route of 1532517-95-5, 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. 1532517-95-5, name is 5-Bromo-3-fluoro-2-nitropyridine, molecular formula is C5H2BrFN2O2, 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.

General procedure: [00441] Step 2. To a solution of 200b (450 mg, 2.0 mmol, 1.0 eq) in DMF (5 mL) were added TEA (400 mg, 4.0 mmol, 2.0 eq) and 3-fluoroazetidine (300 mg, 4.0 mmol, 2.0 eq) at rt. The mixture was stirred for 2 h under N2 at 90 C and then diluted with EtOAc (200 mL). The mixture was washed with brine (3×100 mL), dried over Na2S04 and concentrated to give black oil, which was purified by reversed phase HPLC (MeCN/H20 = 2: 1) to give 200c (300 mg, 53%) as yellow oil. ESI-MS (M+H)+: 276.0.

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 1532517-95-5, 5-Bromo-3-fluoro-2-nitropyridine.

Reference:
Patent; BIOGEN IDEC MA INC.; CHAO, Jianhua; ENYEDY, Istvan, J.; GUERTIN, Kevin; HUTCHINGS, Richard, H.; JONES, John, Howard; POWELL, Noel; VANVLOTEN, Kurt, D.; WO2014/8214; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 670253-37-9, 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 670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

(Tsuruoka, A., et.al. ibid): Zinc cyanide (0.254 g, 2.17 mmol) and tetrakistriphenylphosphine palladium (0) (0.460 g, 0.394 mmol) were added to a solution of compound ii (1.00 g, 3.94 mmol) in NMP (10 mL). The reaction mixture was heated under N2(g) to 135C for 2 h, cooled to room temperature and partitioned between EtOAc (30 mL) and aqueous ammonia solution (0.35%, 50 mL). The organic fraction was separated, washed successively with water (2 x 100 mL) and brine (30 mL), dried (MgS04) and reduced in vacuo onto Si02. Column chromatography (Si02), eluting with 2: 1 Petrol-EtOAc to 1: 1 Petrol-EtOAc, afforded compound iii. (0.360 g, 2.35 mmol, 60%) as an off-white solid.

According to the analysis of related databases, 670253-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOTA EUROPE LTD; TYNDALL, Edward Malcolm; CZAPLEWSKI, Lloyd George; FISHWICK, Colin William Gordon; YULE, Ian Andrew; MITCHELL, Jeffrey Peter; ANDERSON, Kelly Helen; PITT, Gary Robert William; WO2013/91011; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, 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, Product Details of 89415-54-3, blongs to pyridine-derivatives compound. Product Details of 89415-54-3

A solution of 5-bromo-N*2*-methyl-pyridine-2 3-diamine (Stage 67.1.4, 960 mg, 4 75 mmol) in triethylorthoacetate (Aldrich, Buchs, Switzerland, 25 ml) was stirred for 38 5 h at 140C. The reaction mixture was evaporated to dryness. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over Na2SO4, filtered and evaprated. The crude product was dry loaded on silica gel and purified by MPLC (DCM/MeOH 0% – 4%) to give the title compound as a brown solid (HPLC. tR 1 95 mm (Method A); M+H = 226, 228 MS-ES).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18513-79-6, 1,2,3,6-Tetrahydropyridine hydrochloride, 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, COA of Formula: C5H10ClN, blongs to pyridine-derivatives compound. COA of Formula: C5H10ClN

To a slurry of 1,2,3,6-tetrahydropyridine hydrochloride (39b) (97.9 g, 818 mmol) in DCM (1.0 L) was added TEA (248 g, 2.5 mol). The mixture was cooled to 0-5 C. and then treated slowly dropwise with methane sulfonylchloride (112 g, 982 mmol), maintaining the reaction temperature<20 C. After addition the mixture was stirred a further 16 h at room temperature. The reaction was quenched by slow addition of H2O (1 L). The phases were separated. The aqueous layer was extracted with DCM (1.5 L). The combined organics were washed successively with saturated aqueous NH4Cl (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NH4Cl (500 mL), and brine (500 mL), dried over Na2SO4, filtered, and concentrated. The resultant yellow solid was triturated with DCM/petroleum ether (1:15, 500 mL). The solids were collected by filtration and dried under vacuum to provide 1-(methanesulfonyl)-1,2,3,6-tetrahydropyridine (39c) (116 g, 88% yield) as a light yellow solid, which was taken on without further purification. 1H NMR (400 MHz, CDCl3) delta 5.86 (dtd, J=1.7, 4.0, 8.1 Hz, 1H), 5.71 (dtd, J=1.2, 3.4, 8.5 Hz, 1H), 3.76 (quin, J=2.8 Hz, 2H), 3.37 (t, J=5.7 Hz, 2H), 2.81 (s, 3H), 2.26 (tt, J=2.9, 5.7 Hz, 2H) At the same time, in my other blogs, there are other synthetic methods of this type of compound,18513-79-6, 1,2,3,6-Tetrahydropyridine hydrochloride, and friends who are interested can also refer to it. Reference:
Patent; Pfizer Inc.; Chen, Ping; Cho-Schultz, Sujin; Deal, Judith Gail; Gallego, Gary Michael; Jalaie, Mehran; Kania, Robert Steven; Nair, Sajiv Krishnan; Ninkovic, Sacha; Orr, Suvi Tuula Marjukka; Palmer, Cynthia Louise; (169 pag.)US2019/330196; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122851-69-8, 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 122851-69-8, name is 3-Bromo-2-(chloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of cis-4-(2-methoxyphenyl)cyclohexanol (889 mg) in THF (20 ml) wasadded 60% sodium hydride (345 mg) at 0C, and the mixture was stirred at under anitrogen atmosphere at room temperature for 2 hr. To the reaction mixture was added3-bromo-2-(chloromethyl)pyridine (1.16 g), and the mixture was stirred at room temperaturefor 2 hr, and at 70C for 3 hr. To the reaction mixture was added water, andthe mixture was extracted with ethyl acetate. The obtained organic layer was washedsuccessively with water and saturated brine, dried over anhydrous magnesium sulfate,and the solvent was evaporated under reduced pressure. The residue was purified bysilica gel column chromatography (ethyl acetate/hexane) to give the title compound(743 mg).MS, found: 376.0,378.0.

According to the analysis of related databases, 122851-69-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 874-10-2, 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 874-10-2, name is 8-Methylimidazo[1,2-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: FeCl3 (0.025 mmol, 4 mg) and AcOH (0.1 mmol, 6 mg) was mixed with DMSO (3 mL) in a glass vial or round-bottom flask equipped with a magnetic stirring bar. Then, substrate 1 (0.5 mmol) was added. The mixture was stirred under an dioxygen atmosphere (1 atm) at 100C for 12 h. After cooling down to room temperature, 5 mL of ethyl acetate was added and removal of the DMSO with brine, the residue was purified by flash chromatography on silica gel to obtain the desired product 2 using light petroleum ether/ethyl acetate (4:1, v/v) as eluent, which furnished the 3-formylimidazo[1,2-a]pyridine.

According to the analysis of related databases, 874-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xiang, Shijian; Chen, Huoji; Liu, Qiang; Tetrahedron Letters; vol. 57; 34; (2016); p. 3870 – 3872;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 81565-19-7, 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.81565-19-7, name is 3-Chloro-4-(trifluoromethyl)pyridine, molecular formula is C6H3ClF3N, molecular weight is 181.5429, as common compound, the synthetic route is as follows.

In a 1000 ml four-necked flask equipped with a thermometer and a dropping funnel, 33.3 g (0.314 mol) of sodium carbonate and 133.2 g of tap water were charged, and after stirring for 10 minutes, 120 ml of toluene was added, and aminoacetonitrile hydrochloride was 21.79 g (0.235). Mol), then the temperature is lowered to 10 C under stirring, and the dropwise addition of 4-(trifluoromethyl)nicotinyl chloride solution is started. The addition is completed in about 3 hours, the temperature is maintained at 10-15 C, and the addition is completed. After incubation at 30 C for 2 hours, the reaction was completed, filtered, and the product was washed with 30 ml of water to obtain a white solid product, N-cyanomethyl-4-(trifluoromethyl)nicotinamide.The purity was 99.8%, and the yield was 93.2% based on 4-(trifluoromethyl)nicotinic acid.

The chemical industry reduces the impact on the environment during synthesis 81565-19-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Zhanhua Yonghao Pharmaceutical Technology Co., Ltd.; Ni Zheng; (7 pag.)CN108892638; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6854-07-5, 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.6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid, molecular formula is C6H4N2O5, molecular weight is 184.11, as common compound, the synthetic route is as follows.

b) 2-Chloro-5-nitronicotinic acid A solution of 2-hydroxy-5-nitronicotinic acid (9.2 g, 0.05 mol) in phosphorus oxychloride (25 ml) was refluxed for 5 hours. The solvent was removed in vacuo and the residue dissolved in a mixture of tetrahydrofuran and ether. After cooling the solution in an ice bath, water was cautiously added dropwise with stirring until a clean separation of layers was obtained. The organic layer was washed with water and a saturated sodium chloride solution, dried (anhydrous magnesium sulfate) and concentrated. Recrystallization from ether gave 6.94 g (69% of theory) of pure product, m.p. 135 C. (dec).

Statistics shows that 6854-07-5 is playing an increasingly important role. we look forward to future research findings about 5-Nitro-2-oxo-3-pyridinecarboxylic Acid.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5550122; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1074-98-2, 3-Methyl-4-nitropyridine 1-oxide, 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, 1074-98-2, blongs to pyridine-derivatives compound. Product Details of 1074-98-2

3-Methyl-4-nitropyridine 1-oxide (5.85 g) was dissolved in glacial acetic acid (115 mL) and hydrogenated in a Parr hydrogenation apparatus (catalyst: 220 mg Pt02 x 2 H20, 50 psi) at ambient temperature for 2.5 h. Then the catalyst was filtered off and the solvent was evaporated. After addition of 150 mL of water the pH was adjusted to 12 by addition of 2N NaOH. The resulting solution was extracted 10 times with 100 mL of dichloromethane (containing 5 % methanol). The combined organic phases were dried over anhydrous sodium sulphate and evaporated to give 3.81 g (83.6%) of 4-amino-3-methylpyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1074-98-2, its application will become more common.

Reference:
Patent; K.U. LEUVEN RESEARCH & DEVELOPMENT; GILEAD SCIENCES, INC.; PUERSTINGER, Gerhard; WO2005/63744; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59942-87-9, Pyrazolo[1,5-a]pyridin-2(1H)-one, 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, name: Pyrazolo[1,5-a]pyridin-2(1H)-one, blongs to pyridine-derivatives compound. name: Pyrazolo[1,5-a]pyridin-2(1H)-one

General procedure: 12a. Synthesis of 2-(4-chlorobutoxy)pyrazolo[1 ,5-a]pyridine A solution of pyrazolo[1 ,5-a]pyridin-2-ol (776 mg, 5.78 mmol), K2C03 (2.4 g, 17.3 mmol), 1 -bromo-4-chlorobutane (1 .35 ml_, 1 1 .6 mmol) and sodium iodide (catalytic amount) in 20 ml_ of DMF was stirred for 18 h at room temperature. The resulting mixture was filtered, the solid washed with DMF and the organic filtrate concentrated. The residue was poured into diethyl ether and the generated precipitate filtered and discarded. The organic filtrate was washed with water and the organic layer dried (Na2S04) and concentrated under vacuum to afford 1 .35 g (quantitative) of brown oil.

The synthetic route of 59942-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ FERNANDEZ, Jose Luis; CUBERES ALTISENT, Mª Rosa; WO2013/124341; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem