Category: pyridine-derivatives

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. 856013-04-2, name is 6-Bromopyridine-2-sulfonamide, molecular formula is C5H5BrN2O2S, 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. COA of Formula: C5H5BrN2O2S

Under argon, 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine (0.2 g, 0.74 mmol, prepared by the methods described in WO 2011/045224), 6-bromopyridin-2-sulphonamide (0.175 g, 0.74 mmol) and tetrakis(triphenylphosphine)palladium (0.025 g, 0.022 mmol) were added to a mixture, degassed by means of argon, of sodium carbonate solution in water (2.9 ml, 2 M/L) and acetonitrile (4 ml). The reaction mixture was stirred at 70 C. for 18 h. After cooling, the reaction mixture was poured onto water and the precipitated crystals were filtered off with suction. They were subsequently stirred with diethyl ether and filtered off with suction. This gave 0.23 g (97% of theory) of 6-[1-(pyridin-3-yl)-1H-pyrazol-4-yl]pyridine-2-sulphonamide.HPLC-MS: LogP(HCOOH): 0.99; mass (m/z): 302.1 (M+H)+ 1H NMR (d6-DMSO): 7.43 (s, 2H), 7.60-7.63 (m, 1H), 7.76 (d, 1H), 8.00 (d, 1H), 8.11 (t, 1H), 8.28-8.31 (m, 1H), 8.53 (s, 1H), 8.58-8.60 (m, 1H), 9.16-9.17 (m, 1H), 9.33 (s, 1H) ppm

With the rapid development of chemical substances, we look forward to future research findings about 856013-04-2.

Reference:
Patent; BAYER CROPSCIENCE AG; US2012/165345; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17282-01-8, 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.17282-01-8, name is 3-Bromo-2-fluoro-5-picoline, molecular formula is C6H5BrFN, molecular weight is 190.01, as common compound, the synthetic route is as follows.

[Step 2] Production of 4-(2-fluoro-5-methylpyridin-3-yl)-2-(pyridin-2-ylme thoxy)-5,6,7,8-tetrahydroquinoline To 2-(pyridin-2-ylmethoxy)-4-(4,4,5,5-tetramethyl-1,3, 2-dioxaborolan-2-yl)-5,6,7,8-tetrahydroquinoline (50 mg), 3-bromo-2-fluoro-5-methylpyridine (34 mg), Pd(dppf)Cl2·CH2Cl2 (9 mg) and potassium carbonate (57 mg) was added 1,4-dioxane/water (3/1, 1.3 mL), and the mixture was degassed, then stirred under Ar atmosphere at 100C for 6 hours. After the reaction mixture was allowed to return to room temperature, diluted with AcOEt, dried over anhydrous sodium sulfate, filtered through Celite, and the filtrate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (30 mg) as a white solid. [MS (ESI) m/z 350.4 (M+H)+]

Statistics shows that 17282-01-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-fluoro-5-picoline.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1227270-32-7, 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. 1227270-32-7, name is 2-Iodo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5IN2, 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.

Compound 2 (1.5 g, 6.15 mmol), copper iodide (118 mg, 0.62 mmol), bis(triphenylphosphine)palladium(II) dichloride (217 mg, 0.31 mmol), triethylamine (1.28 mL, 9.23 mmol), ethynyl(trimethyl)silane (1.30 mL, 9.23 mmol) and THF (35 mL) were introduced in an oven dried round bottom flask under inert atmosphere. The mixture was stirred at room temperature for 20 h. The reaction mixture was diluted with EtOAc and filtered on Dicalite. The filtrate was washed with water and a saturated solution of sodium chloride, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by chromatography on silica gel column, cyclohexane/EtOAc 7:3, to give 1.099 g of the clean expected product as a beige solid in 84% yield. 4.2.9 2-((Trimethylsilyl)ethynyl)-1H-pyrrolo[2,3-b]pyridine (3c) The derivative 3c was synthesized following the general procedure for the Sonogashira coupling reaction from 7. The crude product was purified by chromatography on silica gel column, cyclohexane/EtOAc 98:2, to give 381 mg of the clean expected product as an orange solid in 86% yield. 1H NMR (300 MHz, DMSO-d6) delta (ppm): 12.14 (brs, 1H), 8.27 (dd, J = 1.5, 4.7 Hz, 1H), 7.93 (ddd, J = 0.6, 1.5, 7.9 Hz, 1H), 7.09 (dd, J = 4.7, 7.9 Hz, 1H), 6.77 (sd, J = 2.0 Hz, 1H), 0.27 (s, 9H). 13C NMR (75 MHz, DMSO-d6) delta (ppm): 148.5, 145.2, 129.1, 119.6, 119.2, 116.9, 107.4, 99.2, 98.0, 0.2 (3C).

According to the analysis of related databases, 1227270-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Baltus, Christine B.; Jorda, Radek; Marot, Christophe; Berka, Karel; Bazgier, Vaclav; Kry?tof, Vladimir; Prie, Gildas; Viaud-Massuard, Marie-Claude; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 701 – 719;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 955376-51-9 , The common heterocyclic compound, 955376-51-9, name is 6-Methoxyimidazo[1,2-a]pyridine, molecular formula is C8H8N2O, 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.

To a solution of 6-methoxyimidazo[1,2-a]pyridine (15.0 g) in methanol (200 mL)was added Pd(OH)2 (1.4 g) and AcOH (0.6 mL). The mixture was stirred at 60C for 16 hours under H2 (40 psi). The mixture was filtered. The filtrate was concentrated in vacuo to afford 6- methoxy-5,6,7,8-tetrahydroimidazo[1 ,2-a]pyridine (16.0 g). MS(ES) mlz 153 (MH).

The synthetic route of 955376-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 884494-82-0, 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. 884494-82-0, name is 5-Fluoro-2-methoxynicotinic acid, molecular formula is C7H6FNO3, 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.

[0285] A mixture of 5-fluoro-2-methoxynicotinic acid (100 rng, 584 umol) and DMF (4.27 mg, 58.44 umol, 4.50 uL) in DCM (2 mL) was added oxalyl dichloride (222.52 mg, 1.75 mmol, 153.46 uL) at 0C. The reaction mixture was stirred at 25C for 1.5 hours and then concentrated under reduced pressure to give the title compound as a light yellow solid, which was used without further purification (97 mg, 88%).

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 884494-82-0, 5-Fluoro-2-methoxynicotinic acid.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1032943-43-3, 4-Bromo-1H-pyrazolo[3,4-c]pyridine, 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, Safety of 4-Bromo-1H-pyrazolo[3,4-c]pyridine, blongs to pyridine-derivatives compound. Safety of 4-Bromo-1H-pyrazolo[3,4-c]pyridine

To a stirred solution of 4-bromo-1H-pyrazolo[3,4-c]pyridine (0.320 g, 1.62 mmol) inDMF (10 mL)were addedZn(CN)2(0.190 g, 1.62 mmol) andZnCl2(0.110 g, 0.808 mmol). The resulting reaction mixture was degassed with nitrogen for 5 minutes and tetrakis(triphenylphosphine)palladium(0) (0.373 g, 0.323 mmol) was added and again degassed with nitrogen for 5 minutes. The reaction mixture was heated in a sealed tube at100 C for 10 h. The reaction mixture was cooled and concentrated under reduced pressure, diluted with water (40 mL) and extracted with EtOAc (2 x 20 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by CombiFlash (Redisep-24 g, 70 % EtOAc/n-hexanes), to obtain Intermediate 1-10 (0.14 g, 60 %). ?HNIVIR (400 MHz, DMSO-d6) ppm 8.50 (s, 1 H), 8.75 (s, 1 H), 9.38 (s, 1 H), 14.32 (br, s,1 H). LCMS (methodE), retention time 0.647 mi [M+H] 145.0.

The synthetic route of 1032943-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; RICHTER, Jeremy; YADAV, Navnath Dnyanoba; PANDA, Manoranjan; GODESI, Sreenivasulu; (132 pag.)WO2017/184662; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1221171-70-5 ,Some common heterocyclic compound, 1221171-70-5, molecular formula is C6H3ClF3NO, 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.

To a cooled solution of 2-chloro-6-(trifluoromethoxy)pyridine (0.3 g, 1.51 mmol) in anhydrous THF (2 ml.) was added LDA (2M in THF, 0.9 ml_, 1 .82 mmol) dropwise over 5 min and the resulting solution was stirred for 2 h at -78C. Iodine (0.5 g, 1 .97 mmol) in anhydrous TFIF (1 ml.) was then added dropwise over 5 min at -78C and stirred for an hour at same temperature. The reaction mixture was then quenched with saturated aq.NFUCI solution (5 ml_). Crude was extracted with EtOAc (10 mL X 2) and combined organic phases were washed with Na2S2C>3 (2M, 10 mL), dried over sodium sulphate, evaporated under reduced pressure to afford a title compound as colourless liquid (0.30g, 61 .07 %), Rf = 0.6 (05% EtOAc in n-Hexane); 1H NMR (300 MHz, Chloroform-d) d 8.09 (d, J = 8.0 Hz, 1 H), 7.02 (d, J = 8.2 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1221171-70-5, its application will become more common.

Reference:
Patent; NOVARTIS AG; JIRICEK, Jan; NG, Shuyi Pearly; RAO, Srinivasa P S; (126 pag.)WO2019/244049; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 36953-37-4, 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. 36953-37-4, name is 4-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, 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 solution of sodium 2-chloro-2,2-difluoroacetate (12.38 g, 81 mmol) in MeCN (400 mL) was added 4-bromopyridin-2(1H)-one (10.09 g, 58 mmol) and the reaction was refluxed for 20 h. The mixture was filtered and the solid purified by chromatography on silica gel (80 g column, 0-10% EtOAc/isohexane) to afford the title compound (6.75 g, 51%) as a clear colourless liquid.1H NMR (DMSO-d6) d 8.10 (d, J = 5.5 Hz, 1H), 7.86-7.52 (m, 2H), 7.49 (d, J = 1.6 Hz, 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 36953-37-4, 4-Bromopyridin-2(1H)-one.

Reference:
Patent; INFLAZOME LIMITED; MILLER, David; MACLEOD, Angus; THOM, Stephen; MCPHERSON, Christopher G.; ALANINE, Thomas; CARRILLO ARREGUI, Jokin; CIANA, Claire-Lise; SHANNON, Jonathan; VAN WILTENBURG, Jimmy; DEN HARTOG, Jacobus Antonius Joseph; (603 pag.)WO2019/211463; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 138647-49-1, 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. 138647-49-1, name is tert-Butyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate. A new synthetic method of this compound is introduced below.

To a mixture of tert-butyl4-(((trifluoromethyl)sulfonyl)oxy)-3 ,6-dihydropyridine-1(2H)-carboxylate (5.6 g, 16.8 mmol), Et3N (4.7 ml, 33.0 mmol) in DMF (69 ml) andMeOH (52 ml) was added PPh3 (0.2 g, 1.0 mmol) and Pd(OAc)2 (0.1 g, 0.5 mmol) at RT under nitrogen followed by stirring under CO atmosphere for 12 h. The reaction mixture was concentrated under reduced pressure. The crude residue was purified by column chromatography to give 2.0 g of the title compound as a greenish liquid. 1H-NMR (400MHz; DMSO-d6): oe 6.85 (d, 1H), 4.00 (t, 2H), 3.67 (s, 3H), 3.42 (d, 2H), 2.25 (t, 2H),1.41 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,138647-49-1, tert-Butyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ORION CORPORATION; DIN BELLE, David; MAeKELAe, Mikko; PASSINIEMI, Mikko; PIETIKAeINEN, Pekka; RUMMAKKO, Petteri; TIAINEN, Eija; VAISMAA, Matti; WOHLFAHRT, Gerd; (254 pag.)WO2018/115591; (2018); A1;,
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. 15103-48-7, name is Pyridine-2-sulfonic acid, the common compound, a new synthetic route is introduced below. SDS of cas: 15103-48-7

Take 1.0 g of compound Int-14 prepared in the fifth step of Example 2 and 325 mg of 2-pyridine sulfonic acid, 140 mg of anhydrous potassium carbonate, and 50 ml of 1,4-dioxane, and heat and reflux the reaction for 12 hours. After concentration under reduced pressure, the residue was separated and purified by silica gel column to give 0.8 g of compound CJH-IRPS-09 as a black solid.

The synthetic route of 15103-48-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shijiazhuang Cheng Zhiyonghua Display Materials Co., Ltd.; Cao Jianhua; Sui Yan; Dong Liang; Zhang Jianchuan; Wang Shibo; Hua Ruimao; (44 pag.)CN107722062; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem