Day: July 12, 2021

Related Products of 189089-90-5, 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. 189089-90-5, name is 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid, molecular formula is C14H10N2O4S, 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: A mixture of substituted pyridine N-oxide 1 (1 eq),heteroaryl carboxylic acid 2 (2 eq), Pd(OAc)2 (10 mol %), pyridine (3 eq) and Ag2O (2.5 eq) in DMF: CH3CN (1:2, 6 mL) was stirredat 110 C for 12 h. The reaction mixture was filtered through celite pad, washed with ethyl acetate. The organic layer was washed withwater and brine, dried over sodium sulfate, and concentrated in vacuum. Crude product was purified by either CombiFlash Rf orGrace Instrument using Teledyne Isco RediSep Rf columns (Normal-phase-12 g) 2-4% methanol in dichloromethane mixture as thesolvent to get 3.

According to the analysis of related databases, 189089-90-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Suresh, Rajendran; Muthusubramanian, Shanmugam; Senthilkumaran, Rajendran; Synlett; vol. 25; 14; (2014); p. 2064 – 2066;,
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. 100-48-1, name is Isonicotinonitrile, molecular formula is C6H4N2, 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. Safety of Isonicotinonitrile

(d) 4-Pyridinecarboxamidine hydrochloride A solution of 4-pyridinecarbonitrile (370 g, 3.55 mol) and sodium methoxide (20.0 g, 0.37 mol) in methanol (1.71) was stirred at room temperature for 1.5 hours, then ammonium chloride (200 g, 3.7 mol) was added. The reaction mixture was stirred for 24 hours, the resulting solid was collected by filtration and the filtrate was evaporated to dryness. The two crops were combined and recrystallized from water to afford 394 g (70percent) of 4-pyridinecarboxamidine hydrochloride, m.p. 250°-252° C. (dec.).

With the rapid development of chemical substances, we look forward to future research findings about 100-48-1.

Reference:
Patent; Sterling Winthrop Inc.; US5294612; (1994); A;,
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.147149-98-2, name is 4-Amino-2-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.SDS of cas: 147149-98-2

To a solution of 2,4-dichloro-6-(4- (trifluoromethyl)pyrimidin-2-yl)-l,3,5-triazine (981 mg, 3.31 mmol) in THF (80 mL) was added 2-(trifluoromethyl)pyridin-4-amine (590 mg, 3.64 mmol) and NaHC03 (556 mg, 6.6 mmol). The mixture was stirred at refluxing for 18 hours. The mixture was concentrated and poured to water, extracted with ethyl acetate, dried over sodium sulphate, filtered and concentrated to give a residue, which was purified by Si02 chromatography to give 4-chloro-6-(4-trifluoromethyl- pyrimidin-2-yl)-[l,3,5]triazin-2-yl]-(2-trifluoromethyl-pyridin-4-yl)-amine. LCMS: m/z 422.2 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147149-98-2, 4-Amino-2-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; TRAVINS, Jeremy; UTLEY, Luke; WO2015/6592; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1659-31-0, Dipyridin-2-yl carbonate, 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: Dipyridin-2-yl carbonate, blongs to pyridine-derivatives compound. name: Dipyridin-2-yl carbonate

To a suspension of sodium hydride, 60% in mineral oil (0.817 g, 20.43 mmol) in THF (55 mL) was added 3-methyloxetan-3-ol (1.5 g, 17.03 mmol) at 0 C. After stirring 30 min, the solution was transferred to a solution of di(pyridin-2-yl) carbonate (3.68 g, 17.03 mmol) in THF (55 mL) through a cannula. The formed slurry was stirred at 0 C. for 30 min. The slurry was warmed to rt and stirred for 2 h. The reaction was diluted with EtOAc, washed with brine, dried over MgSO4, filtered, concentrated to give a residue that was purified by Biotage (5-40% EtOAc:Hex) to afford the desired product 3-methyloxetan-3-ylpyridin-2-yl carbonate (1.00 g, 28.1% yield) as an oil.1H NMR (400 MHz, CHLOROFORM-d) delta 8.52-8.35 (m, 1H), 7.84 (ddd, J=8.1, 7.3, 2.1 Hz, 1H), 7.31-7.27 (m, 1H), 7.15 (dt, J=8.1, 0.8 Hz, 1H), 4.97-4.85 (m, 2H), 4.54 (d, J=8.0 Hz, 2H), 1.86 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1659-31-0, Dipyridin-2-yl carbonate, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P.V.K. Suresh; Scola, Paul Michael; (403 pag.)US9527885; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 189281-66-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 189281-66-1 as follows.

Preparation 5; 5-Fluoro-6-methyl-3-pyridinecarbaldehyde (Used to prepare Example 52) (a) (2,6-Dichloro-5-fluoro-3-pyridinyl)methanolTo a solution of methyl 2,6-dichloro-5-fluoro-3-pyridinecarboxylate (3 g, 13.39 mmol) in DCM (12 ml) at 0 C. under N2 was added dropwise DIBAL-H (1.5 M solution in toluene, 19.20 ml, 28.8 mmol). The reaction mixture was stirred at 0 C. for 20 h. TLC (DCM) showed starting material remaining. Then, more DIBAL-H (1.5 M solution in toluene, 10 ml) was added. The reaction was stirred at 0 C. for 20 h. The reaction mixture was diluted with MeOH and concentrated under reduced pressure. The residue was treated with 1N HCl solution and extracted 3 times with EtOAc. The combined organic phases were washed with sat. NaCl, dried over Na2SO4 and concentrated to give 1.5 g (53%) of the title compound.1H-NMR (delta, ppm, CDCl3): 7.77 (d, 1H), 4.77 (bs, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,189281-66-1, its application will become more common.

Reference:
Patent; Alemparte-Gallardo, Carlos; Barfoot, Christopher; Barros-Aguirre, David; Cacho-Izquierdo, Monica; Fiandor Roman, Jose Maria; Hennessy, Alan Joseph; Pearson, Neil David; Remuinan-Blanco, Modesto Jesus; US2009/306089; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16727-43-8, 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 16727-43-8, name is 2,6-Dimethoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of cis-N2-(4-amino-cyclohexyl)-N4,N4-dimethyl-quinazolin-2,4-diamine (28.5 mg, 0. 1 mmol) in 0. 5 mL ONTF was added 2,6-dimethoxynicotinic acid (18. 3 MG, O. 1 mmol), TU (45. 6mg, 0.12 mmol), and DIEA A (34.8 L, 0.2 mmol), The reaction mixture was stirred for a couple of hours, and the compound was then subjected to purification by prep LCMS to yield N-(cis-4-{[4-(dimelthylamino)quinazolin-2-yl]amino}cyclohexyl)-2,6-dimethoxynicotinamide trifluoroacetate (9. 9 mg, 0. 022 mmol, 22 %) as a white solid. ESI-MS M/E 451.2 M + H+ ; 1H NMR (400 MHZ, DMSO-D6) # 12.5 (S, 1 H), 8.42 (BRS, 1 H), 8.13 (dd, J = 4. 0, 4. 0 Hz, 2 H), 7. 86 (brs, 1 H), 7. 74 (T, J = 8. 0 Hz, 1 H), 7. 39 (BRS, I H), 7. 32 (T, J = 8. 0 HZ, I H), 6. 47 (d, J = 8. 0 HZ. 1 H), 4.02 (s, 3 H), 3.95 (brs, 1 H), 3.85 (s, 3 H), 3. 6S (brs, 1 H), 3. 42 (brs, 6 H), 1.80-1.68 (m, 8 H).

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 16727-43-8, 2,6-Dimethoxynicotinic acid.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; ARENA PHARMACEUTICALS INC.; WO2004/87680; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1531-18-6, 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. 1531-18-6, name is 2-Ethylisonicotinonitrile, molecular formula is C8H8N2, 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.

Weigh 2.32 g of 2-ethyl-4-cyanopyridine and 0.06 g of ETS-10 in a reaction tube.Add 50mL of water, heat up to 110 C reaction, TLC tracking detection,The reaction was completed in 24 hours, and after cooling, it was centrifuged.The resulting solution is distilled off to obtain a product2-ethyl-4-pyridinecarboxamide 1.45 g, yield 97%,The purity was 99.72% (gas chromatography detection). Centrifuging the resulting solid for repeated reaction,The reaction conditions and the amount of raw materials are the same as above, and when repeated 5 times,The yield is 92% or more, and the yield is 90% in the fifth reaction.The purity is 98% or more.

According to the analysis of related databases, 1531-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wenzhou University; Xiong Jing; Hu Rongrong; Liu Wuqiang; Tao Yangyang; Feng Xiaogang; Zhou Zheng; (6 pag.)CN104072409; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89283-92-1, 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. 89283-92-1, name is 5-Bromo-4-chloropyridin-3-amine. A new synthetic method of this compound is introduced below.

To a solution of 43.1 (1 .3 g, 4.61 mmol), 5-bromo-4-chloropyridin-3-amine (1 .004 g, 4.84 mmol), Na2C03 (0.977 g, 9.22 mmol), Pd(PPh3)2CI2 (0.323 g, 0.461 mmol) in 2-Propanol (25 mL) was added water (8 mL). The mixture was stir at 100 °C for 2 hr under nitrogen protection. Then the mixture was diluted with DCM, washed with water, brine. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuum. The residue was purified by CombiFlash, eluted with methanol in DCM (0-5percent, 30 min). Collected the desired fraction and concentrated in vacuum to afford the title compound (1 .1 g, 84percent) as off-white solid. 1 H NMR (400 MHz, DMSO-d6) delta 11.89 (d, J = 2.6 Hz, 1 H), 8.07 (s, 1 H), 7.84 (s, 1 H), 7.81 (s, 1 H), 7.72 (d, J = 2.5 Hz, 1 H), 7.49 (s, 1 H), 5.73 (s, 2H), 2.56 (s, 3H). LC-MS: [M+H]+ = 283.1 , 285.1 .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89283-92-1, 5-Bromo-4-chloropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (204 pag.)WO2018/234978; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 171178-46-4, name is 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid

To a solution of 5-((tert-butoxycarbonyl)amino)-2-chloroisonicotinic acid (545 mg) in THF (15 mL) were added triethylamine (0.335 mL) and isobutyl chloroformate (0.285 mL) at room temperature. The reaction mixture was stirred at room temperature for 30 min, and the precipitated solid was filtered off. The residue was washed with THF (5 mL). To the obtained filtrate was added sodium borohydride (151 mg) suspended in water (0.6 mL) at room temperature. The mixture was stirred at room temperature for 90 min, saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (268 mg). 1H NMR (400 MHz, DMSO-d6) delta 1.38-1.66 (9H, s), 2.87 (1H, brs), 4.68 (2H, s), 7.16 (1H, s), 7.49 (1H, brs), 8.85 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 171178-46-4.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; IKEDA, Zenichi; FUJIMOTO, Jun; OHBA, Yusuke; ISHII, Naoki; FUJIMOTO, Takuya; ODA, Tsuneo; TAYA, Naohiro; YAMASHITA, Toshiro; MATSUNAGA, Nobuyuki; EP2889291; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 171178-21-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 171178-21-5 as follows.

6-Chloro-3-nitropicolinamide, 4.80 g (23.8 mmol), and palladium carbon (10%), 0.67 g (6.3 mmol), were added into 60 ml_ of ethyl acetate. The resulting mixture was stirred under hydrogen atmosphere (2 atm) for 3 hours at room temperature. Then palladium on carbon was filtered out and washed with ethyl acetate. The solvent was removed in vacuo to give 3.79 g (89%) of the product as a yellow solid. MS (ESIpos): m/z = 172 (M+H)+; LC-MS (Method 4, Acetonitrile-Water-0.1 % FA-10%B): Rt = 0.59 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171178-21-5, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE CHINA; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; (278 pag.)WO2019/201848; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem