Day: April 12, 2022

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

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

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

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

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

Electric Literature of 103058-87-3, 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. 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde. A new synthetic method of this compound is introduced below.

(5-bromo-2-methoxypyridin-3-yl)methanol 5-Bromo-2-methoxynicotinaldehyde (2 g, 9.26 mmol) was suspended in CH3OH (40 mL) and the mixture was cooled to 0 C. Sodium borohydride (0.350 g, 9.26 mmol) was added in one portion, causing bubbling. The reaction mixture stirred at 0 C. for 15 minutes, then the flask was removed from the ice bath and allowed to stir at room temperature for 2 hours. The reaction mixture was then concentrated in vacuo, and the crude material was taken up in methyl tert-butyl ether and saturated aqueous NaHCO3 solution. The phases were separated, and the organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to provide the title compound, (1.876 g, 93% yield). 1H NMR (400 MHz, CDCl3) delta ppm 8.15 (d, J=2.5 Hz, 1H), 7.75 (d, J=2.4 Hz, 1H), 4.66 (d, J=6.2 Hz, 2H), 3.99 (s, 3H), 2.15 (t, J=6.3 Hz, 1H); MS (DCI+) m/z 217.8 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,103058-87-3, its application will become more common.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 955372-86-8, Adding some certain compound to certain chemical reactions, such as: 955372-86-8, name is 3-Bromo-5-fluoroisonicotinic acid,molecular formula is C6H3BrFNO2, 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 955372-86-8.

Step 3: Preparation of methyl 3-fluoro-5-methylisonicotinate Zn(CH3)2 (225 mL, 0.22 mol, 1.5 equiv) was added into a mixture of 3-bromo-5-fluoroisonicotinate (35 g, 0.15 mol, 1 equiv), dioxane (1 L), and Pd(dppf)Cl2 (11 g, 15 mmol, 0.1 equiv) at room temperature under nitrogen. The resulting solution was stirred for 3 h at 50 C. The reaction was then quenched by the addition of methanol. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was dissolved in ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica column chromatography to give the product (17 g, 69%).

According to the analysis of related databases, 955372-86-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Terrett, Jack Alexander; Chen, Huifen; Constantineau-Forget, Lea; Larouche-Gauthier, Robin; Lepissier, Luce; Beaumier, Francis; Dery, Martin; Grand-Maitre, Chantal; Sturino, Claudio; Volgraf, Matthew; Villemure, Elisia; (138 pag.)US2019/284179; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 88579-63-9, Adding some certain compound to certain chemical reactions, such as: 88579-63-9, name is 2,6-Dichloropyridine-4-methylamine,molecular formula is C6H6Cl2N2, 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 88579-63-9.

To a solution of (2S ,4R)- 1 -tert-butoxycarbonyl-4-fluoro-pyrrolidine-2-carboxylic acid (500 mg, 2.1437 mmol) and 2,6-dichloropyridine-4-methylamine (426 mg, 2.36 mmol) in N,Ndimethylformamide (8.6 mL) was added N,N-diisopropylethylamine (0.561 mL, 3.2156 mmol) and HATU (998.09 mg, 2.5725 mmol). The reaction mixture was stuffed at RT 2h.The reaction was quenched with water and extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated via rotovap. The crude product was carried to next step. LCMS (ESI) m/z:392.10 [M+H]+

According to the analysis of related databases, 88579-63-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59020-10-9 ,Some common heterocyclic compound, 59020-10-9, molecular formula is C17H31NSn, 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.

147a. 6-Chloro-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-(3-pyridyl)pyridine To a solution of 3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-bromo-6-chloropyridine (500 mg, 1.28 mmol) in toluene (10 mL) was added 3-pyridinyltributyltin (564 mg, 1.54 mmol) and tetrakis(triphenylphosphine)palladium(0) (45 mg, 0.04 mmol). After being heated under reflux for 16 h, the resulting mixture was cooled to room temperature. Solvent was removed, and the residue was chromatographed (silica gel; EtOAc/hexane, 2:19 to 1:1) to afford an oil (428 mg, 86%): 1H NMR (CDCl3, 300 MHz) delta 1.45 (s, 9H), 1.94 (m, 1H), 1.98-2.10 (m, 2H), 3.31-3.45 (m, 2H), 3.88-4.30 (m, 4H), 7.22 (m, 1H), 7.40 (m, 1H), 7.83 (td, 1H, J=1.5, 9.0 Hz), 8.16 (d, 1H, J=3.0 Hz), 8.64-8.73 (m, 2H); MS (CI/NH3) m/z 390 (M+H)+.

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. 59020-10-9, 3-(Tributylstannyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US6437138; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211523-71-5, 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 1211523-71-5, name is 2-(2-Bromopyridin-3-yl)acetonitrile. This compound has unique chemical properties. The synthetic route is as follows.

In a three-necked flask equipped with a reflux condenser, lithium and aluminium hydride(1.95 mmol) was dissolved in anhydrous THF (2 mL). In a dropping funnel, aluminum chloride(1.95 mmol) dissolved in THF (3 mL) was added rapidly to the hydride solution. After five minutes, a solution of 2-(2-bromopyridin-3-yl) acetonitrile (1.77 mmol) in THF (4 mL) was added dropwise. One hour later, diethylether (40 mL) was added before adding a solution of 6 N sulphuric acid to reach an acidic pH. The mixture was extracted with diethylether. The pH of the aqueous layer was adjusted to 12 then extracted again with diethylether. The organic layer was dried then evaporated to afford a yellow oil (50%).

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 1211523-71-5, 2-(2-Bromopyridin-3-yl)acetonitrile.

Reference:
Article; Balieu, Sebastien; Toutah, Krimo; Carro, Laura; Chamoreau, Lise-Marie; Rousseliere, Helene; Courillon, Christine; Tetrahedron Letters; vol. 52; 22; (2011); p. 2876 – 2880;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem