Category: pyridine-derivatives

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. 113713-60-3, name is 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine

General procedure: To a solution of compound 3 (360 mg, 2.0 mmol) in a mixture of EtOH (60 mL) and 1 N aq NaOH (2.2 mL, 2.2 mmol), compound 1 (2.1 mmol) was added. The resulting reaction mixture was stirred overnight at rt. Then solvents were removed under reduced pressure, and the crude product was purified by column chromatography on silica gel with eluent (0:100 to 3:97 MeOH/CH2Cl2) to give a white solid product 4 (50-65% yields).

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, 113713-60-3, 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine.

Reference:
Article; Gao, Mingzhang; Wang, Min; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1371 – 1375;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3430-21-5, 5-Bromo-3-methylpyridin-2-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, 3430-21-5, blongs to pyridine-derivatives compound. COA of Formula: C6H7BrN2

To a mixture of compound 4b1 (600 mg, 3.2 mmol) and concentrated H2SO4 (1.6 mL) and water (18.4 mL) is added drop wise a solution of NaNO2 (243.5 mg, 3.53 mmol) in water (1.6 mL) at 00C. After 30 min at room temperature the reaction is filtered and the resulting solid is washed with water and dried under high vacuum to give compound 4b2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3430-21-5, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2008/67644; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52605-96-6 , The common heterocyclic compound, 52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, 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.

V.16; 2-(3-methoxypropyl)pyridin-3-yl trifluoromethanesulfonate; Step 1: 3-methoxy-2-(3-methoxyprop-l-yn-l-yl)pyridine; To a solution of commercially available 2-chloro-3 ethoxy pyridine (1 eq.) in acetonitrile (1.9M) was added PdC12(CH3CN)2 (0.015 eq.), Cs2CO3 (2.4 eq.) and 2-(dicyclohexylphosphino)-2′-6′- 0 dimethoxy-l-l’-biphyl (S-PHOS; 0.044 eq.). The suspension was sonicated for 5min then 3- methoxyprop-1-yne (1.7 eq.) was added. The final mixture was stirred 12 h at 1000C, cooled down to room temperature, diluted with diethylether. The organic fraction was washed with water, brine, dried over Na2SO4, filtered and concentrated. Purification by column chromatography on silica gel, eluting with CH2Cl2/ Acetone 5% afforded the desired compound.

The synthetic route of 52605-96-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/23964; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 132195-42-7, 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 132195-42-7, name is 2,6-Dichloro-5-fluoro-4-methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A solution of EXAMPLE 1A (9.48 mmol) in dichloromethane (20 mL) was treated with oxalyl chloride (8 mL) and DMF (2 drops), stirred for 1 hour, and concentrated; and the concentrate was dissolved in THF (25 mL) to provide an acid chloride solution. A slurry of the mono-potassium salt of ethyl malonate (4.0 g) in acetonitrile (40 mL) at 0 C. was treated with triethylamine (3.3 mL) and magnesium chloride (3.2 g), warmed to ambient temperature, stirred for 4 hours, treated with the acid chloride solution, stirred for 1 hour, treated with 1M HCl, and extracted with ethyl acetate. The extract was washed with brine, dried (Na2SO4), filtered, and concentrated; and the concentrate was flash chromatographed on silica gel with 90:10 hexanes/ethyl acetate.

According to the analysis of related databases, 132195-42-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Anderson, David; Beutel, Bruce; Bosse, Todd D.; Clark, Richard; Cooper, Curt; Dandliker, Peter; David, Caroline; Gu, Yu-Gui; Hansen, Todd Matthew; Hinman, Mira; Kalvin, Douglas; Larson, Daniel P.; Lynch, Linda; Ma, Zhenkun; Motter, Christopher; Palazzo, Fabio; Rosenberg, Teresa; Rehm, Tamara; Sanders, William; Tufano, Michael; Wagner, Rolf; Weitzberg, Moshe; Yong, Hong; Zhang, Tianyuan; US2003/232818; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 91678-23-8 , The common heterocyclic compound, 91678-23-8, name is 2-Bromo-6-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, 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.

Under nitrogen a solution of 2-bromo-6-chloro-3-nitropyridine (2.5 g, 10.53 mmol, 1.00 equiv) in THF (60 mL) was cooled to -78 C and bromo(ethenyl)magnesium (1M in THF, 63 mL, 6 equiv) was added dropwise. The reaction was stirred for 1 h at -50 C, quenched with aqueous ammoniumchloride, extracted with ethyl acetate, dried over sodium sulfate, and concentrated in vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1:3). This resulted in the title compound (1.3 g, 53%) as a yellow solid. LC-MS (ES, m/z):231 [M+H].

The synthetic route of 91678-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 944937-30-8, name is Methyl 3-iodo-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, molecular formula is C9H7IN2O2, 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. HPLC of Formula: C9H7IN2O2

Step 2. 1-tert-butyl 5-methyl 3-iodo-1H-pyrrolo[2,3-b]pyridine-1,5-dicarboxylate To a mixture of methyl 3-iodo-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (700 mg, 2.32 mmol) in dichloromethane (10 mL) and tetrahydrofuran (10 mL) was added N,N-diisopropylethylamine (1.21 mL, 6.95 mmol), di-tert-butyldicarbonate (607 mg, 2.78 mmol), and 4-dimethylaminopyridine (28 mg, 23 mmol). The reaction was allowed to stir at room temperature for 16 hours. The reaction was concentrated and purification by flash column chromatography (0-50% ethyl acetate/heptanes) gave the title compound (760 mg, 82%) as a solid. +APCI (M+H) 403.3; 1H NMR (400 MHz, DMSO-d6, delta): 8.93 (d, J=2.0 Hz, 1H), 8.16 (d, J=2.0 Hz, 1H), 8.14 (s, 1H), 3.91 (s, 3H), 1.59 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 944937-30-8.

Reference:
Patent; PFIZER INC.; US2012/270893; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 24484-98-8, 4-Chloropyridine-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, COA of Formula: C5H6ClN3, blongs to pyridine-derivatives compound. COA of Formula: C5H6ClN3

Intermediate 8 (700mg, 4.876 mmol), polyphosphoric acid (5 g) and HOAc (442 mg, 7.31 mmol) are heated at 1500C for one hour. The reaction is dissolved in water, then NaOH is added until the pH is adjusted to pH=13. The solution is extracted with ethyl acetate (2×150 mL), washed with K2CO3 solution and brine, dried, and evaporated to give crude 7-chloro-2-methyl- 3H-imidazo[4,5-b]pyridine (9), which is used without purification. 1H NMR 400 MHz (CDCl3) delta 8.14 (s, IH), 6.55 (m, 2H), 2.69 (s, 3H); MS m/z 168.00 (M + 1).

The synthetic route of 24484-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2008/144253; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1083057-12-8 , The common heterocyclic compound, 1083057-12-8, name is tert-Butyl 3-(3-methylpyridin-2-yl)benzoate, molecular formula is C17H19NO2, 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.

13 g of tert-butyl-3(3-methylpyridin-2-yl)benzoate was dissolved in 80 ml ethyl acetate, then 4 ml water and 15 g ureahydrogen peroxide were added. 22 g of phthalic anhydride was added portion wise and the reaction temperature was maintained below 45 C. Thereaction mixture was heated to 45 C and stined for 4 hours. After completion of reaction, the reaction mass was cooled to room temperature. 100 ml of 10% sodium sulphite solution was added slowly and the reaction mixture was stined for 30 minutes. The layers were separated and organic layer was washed with 100 ml 10% sodium carbonate and 100 ml 10% sodium chloride solution. The organic phase is then filteredand concentrated under vacuum to afford 2-(3-(tert-butoxycarbonyl)phenyl)-3- methylpyridine-1-oxide (13 g, 94.8 %).

The synthetic route of 1083057-12-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MYLAN LABORATORIES LIMITED; ATTANTI, Veera Venkata Srinivasa Rao; TUMMALAPALLI, Umasankara Sastry; POTLA, Murali Krishna; TALATALA, Appireddy; GOSULA, Veera Venkata Satya Surya Appala Narasimha Tataji; KOMMARAJU, Srinivas; (45 pag.)WO2017/17696; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1256791-13-5, 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. 1256791-13-5, name is 1-(6-Chloro-5-methylpyridin-3-yl)ethanone, molecular formula is C8H8ClNO, 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.

To a mixture of compound l-(6-chloro-5-methyl-3-pyridyl)ethanone (850 mg), compound l-(3,5- dichloro-phenyl)-2,2,2-trifluoro-ethanone (1.82 g) and K2C03 (862mg) in 20 ml of dichloroethane was added Et3N (50 mg). The mixture was refluxed for 16 h. After cooling to 0C, Bu4N+Br” (322 mg), NH2OH.HCl (690 mg, 10 mmol) and NaOH (800 mg, 4 N) was added and the reaction mixture was stirred at room temperature for 16 h. Then, the reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate three times. The combined organic layers were dried over MgS04 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel to give the title compound (1.6 g). lU NMR (300Mz, DMSO-d6): delta 2.39 (s, 3H), 4.37 (d, 1H), 4.43 (d, 1H), 7.62 (s, 2H), 7.83 (s, 1H), 8.17 (s, 1H), 8.55 (s, 1H).

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 1256791-13-5, 1-(6-Chloro-5-methylpyridin-3-yl)ethanone.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; EL QACEMI, Myriem; LUKSCH, Torsten; RENOLD, Peter; WO2012/156400; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100848-70-2, 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. 100848-70-2, name is 2-Methoxy-4-methylpyridine, molecular formula is C7H9NO, 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.

Ammonia was condensed into a round bottomed flask. While cooling the liquid ammonia with a CO2/acetonebath, NaNH2 (1.73 g) was added quickly. Then, 2-methoxy-4-methylpyridine (5.02 g) was added slowly via a syringe inthe course of 5 min. The reaction mixture turned yellow immediately, but the starting material seemed to precipitate.The cooling bath was removed, and after 20 min, the reaction mixture had turned deep brown. The cooling bath wasput in place again, and sodium 2-chloroacetate (4.74 g) was added portionwise in the course of 5 min. After stirring for35 min, the cooling bath was removed; the reaction mixture had solidified partly. 50 min later, the reaction mixture wasstirring again, and after another 40 min, NH4Cl (3.29 g) was added carefully. The turbid, light brown reaction mixtureimmediately turned clear and yellow. The mixture was left stirring at RT overnight to allow the ammonia to evaporate.To the pasty residue, water (50 ml) was added to give a turbid, yellowish mixture. The pH of the mixture was adjustedto ?4 using 3M aqueous HCl; at first, a white precipitate formed, followed by dark grey lumps. The mixture was extractedwith DCM (2 x 50 mL), the combined extract was washed with brine (50 ml), dried over sodium sulfate, and concentratedin vacuo. The residue was taken up with 1M aqueous NaOH (50 ml), and washed with diethyl ether (50 ml). The basicaqueous layer was adjusted to pH ?4-5 using 3M HCl (aq), and extracted with DCM (2 x 25 ml). Then, the pH wasadjusted to pH ?3-4, and the aqueous layer was extracted again with DCM (2 x 25 ml). The combined organic layer wasdried over sodium sulfate, and concentrated in vacuo

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 100848-70-2, 2-Methoxy-4-methylpyridine.

Reference:
Patent; Dr. August Wolff GmbH & Co. KG Arzneimittel; GERTSCH, Juerg; EP2435019; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem