Day: September 18, 2021

Reference of 14529-54-5, 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. 14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

Example 130a 5-Bromo-1-methyl-3-(1-methyl-1H-imidazol-4-ylamino)pyridin-2(1H)-one 130a A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 1,4-dioxane (50 mL), 1-methyl-1H-imidazol-4-amine (1.1 g, 11.3 mmol), 3,5-dibromo-1-methylpyridin-2(1H)-one (3.0 g, 11.3 mmol), Pd2(dba)3 (1.0 g, 1.13 mmol), XantPhos (1.3 g, 2.26 mmol), and cesium carbonate (7.3 g, 22.6 mmol). After three cycles of vacuum/argon flush, the mixture was heated at 92 C. for 4.5 hrs. It was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (100:1 to 50:1) to afford 130a (2.4 g, 76%) as a yellow solid. MS-ESI: [M+H]+ 283.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1072-97-5, 5-Bromopyridin-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, 1072-97-5, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Example 4 Preparation of compound 8: 1. An ethanol solution of compound 5 (12400 g in 51 L of ethanol) was added to an appropriately sized stainless steel reactor at room temperature under nitrogen atmosphere. 2. Compound 6 (9500 g) was added as a solid in one portion at room temperature. 3. The reaction mixture was heated to reflux (?78C) and stirred for 1-2 days. 4. The reaction was monitored by HPLC. 5. Upon completion, the reaction mixture was allowed to cool to room temperature. 6. NaOH solution (9884 g solid pellets dissolved in 38 L of water) was added as a stream over a 30 min period at an internal temperature below 35 C. 7. The reaction mixture was heated to reflux (?78C) for 3 to 4 hours. 8. The reaction was monitored by HPLC. 9. Upon completion, the reaction mixture was cooled to an appropriate temperature to start solvent removal. 10. All ethanol (approximately 5 volumes of ethanol) was removed under vacuum at 40 to 45 C. 11. The reaction mixture was cooled to room temperature. 12. Water (57 L; 6 vol) was added at room temperature. 13. The aqueous solution was washed with ethyl acetate (2 x 38 L) to remove all organic impurities. 14. The lower aqueous layer was cooled to 0-5 C and acidified with cone. HCl (?15 L) until reaching pH 1-2. 15. The reaction mixture was stirred for 1 to 2 hours at 0 to 5 C. 16. The mixturewas filtered and the cake was washed with water (2 x 38 L) and acetone (2 x 19L) followed by drying for 1-2 hours. 17. The solid collectedwas transferred back into an appropriately sized reactor. 18. Heptane (95 L; 10 vol) was addedto the reactor; the suspension was stirred for 4 to 5 hours at roomtemperature. 19. The solidwas collected by filtration and washed with heptane (2 x 19 L). 20. The solid (15 kg) was suspended in methanol (75 L; 5 vol) at room temperature for 2 hours. 21. The suspension was filtered and the solid collected was washed with methanol (2x 5L). 22. The solid was dried under vacuum at 50C to constant weight to give compound 8 as an off-white to white solid (10169 g, 83.3 % yield; HPLC purity 99.2%;1HNMR (DMSO-d6, 300 MHz) delta 9.4 (s, 1H), 8.3 (s, 1H), 7.85-7.67 (m, 2H)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1072-97-5, its application will become more common.

Reference:
Patent; IP Gesellschaft fuer Management mbH; Trinius, Frank; EP2792360; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 209328-55-2, 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 209328-55-2, name is 5-Fluoropyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows.

Nitric acid (0.25 mL, 5.0 mmol) was added over 1 min to a solution of 5-fluoropyridin-3-ol (0.25 g, 2.2 mmol) and sulfuric acid (3 mL) at 70 C. After 20 min, a second aliquot (0.25 mL) of nitric acid was added over 1 min. After an additional 40 min, the reaction was cooled to 0 C. Water (25 mL) was added followed by slow addition of 10 N NAOH (13 mL) at 0 C. The solution was neutralized with 1 N HCI and concentrated to give 5-FLUORO-2-NITROPYRIDIN-3-OL. MS (ESI): 158. 8 (M+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 209328-55-2, 5-Fluoropyridin-3-ol.

Reference:
Patent; MERCK & CO., INC.; WO2005/21529; (2005); 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 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,3-Dichloro-5-(trifluoromethyl)pyridine

1.82 kg of 3-chloro-2-chloro-5-trifluoromethylpyridine was dissolved in 27.231 L of methanol,Then 1.0119 kg of triethylamine was added thereto,Heated to reflux for 4 hours, and cooled to 20 C to obtain a reaction solution,The resulting reaction solution was filtered to obtain a filter cake,The resulting filter cake was vacuum dried at 40 C for 1 hour to obtain an organic salt; The organic salt obtained in step (1), 0.27 kg of hydrocyanic acid was added to 2.7 L of dichloromethane and 1.35 L of water,The reaction was stirred at 0 C for 3 hours to obtain a mixed solution, and the resulting mixture was allowed to stand at room temperature to obtain an organic phase a;The obtained organic phase a is added to hydrochloric acid to adjust its pH to 2 and then the layers are separated to obtain an acid water layer and an organic layer,The resulting organic layer was washed with water to a pH of 6 to give the washed water and the organic phase b; The organic phase b obtained in step is distilled at atmospheric pressure to 60 C and then distilled under reduced pressure,Collection of vacuum 2mmHg,The temperature of the ketone temperature of 70 to 120 C is 1.77 kg of 3-chloro-2-cyano-5-trifluoromethylpyridine,Yield 85.7%.

With the rapid development of chemical substances, we look forward to future research findings about 69045-84-7.

Reference:
Patent; Shandong Province Union Pesticide Industry Co., Ltd; Tang, Jianfeng; Pan, Guangmin; Li, Wenhong; Su, Jingchi; Zhao, Baoxiu; Liu, Jie; (9 pag.)CN106349159; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 15471-17-7, 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 15471-17-7, name is 3-(Pyridin-1-ium-1-yl)propane-1-sulfonate. This compound has unique chemical properties. The synthetic route is as follows.

Please refer to FIG. 2 and FIG. 3, which are a view showing reactions of fabricating the IL; and a view showing transacylation and stratification. As shown in the figures, on using the present invention, for fabricating an acidic IL as a catalyst, pyridine or 1-butyl-imidazole (N-butyl imidazole) is reacted with 1,3-propane sultone at 40 C. for 24 hrs to obtain a white solid of a zwitterionic compound. After being purified with ether and dried through vacuuming, the white solid of the zwitterionic compound of R+-(CH2)3-SO3- is obtained, where R is pyridine or 1-butyl-imidazole (i.e. n-propane sulfonic acid pyridinium (PSPy) or pyridinium propyl sulfobetaine (PPS)). An appropriate amount of the white solid is obtained in a round bottom flask to be added with a considerable number of moles of sulfuric acid for reaction with stirring at 100 C. for 0.5 hr. A transparent viscous liquid is gradually formed, which is an acidic IL of [R+-(CH2)3-SO3H][HSO4] obtained through the reaction shown in FIG. 2.

According to the analysis of related databases, 15471-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CPC CORPORATION, TAIWAN; Wu, Jung-Chung; Huang, Ming-Yu; Lin, Jann-Chen; Wang, Yih-Ping; (11 pag.)US9586886; (2017); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5223-06-3, 2-(5-Ethylpyridin-2-yl)ethanol, 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, Computed Properties of C9H13NO, blongs to pyridine-derivatives compound. Computed Properties of C9H13NO

General procedure: To a solution of A1B1 (1.0mmol) and triphenylphosphine (1.5mmol) in anhydrous tetrahydrofuran (3mL), added C1 or C2 (2.0mmol) and dropwise added diethyl azodicarboxylate (DEAD, 1.5mmol) in anhydrous and anoxybiotic conditions. The reaction mixture was stirred at-2C for 30min, and then stirred at room temperature for 24h. After completion of reaction was monitored through TLC, the reaction mixture was filtered and washed with ether and saturated salt water to get products because there would be a solid precipitate.

The synthetic route of 5223-06-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Fang; Sun, Jun-Rong; Huang, Mei-Yan; Wang, Hui-Ying; Sun, Ping-Hua; Lin, Jing; Chen, Wei-Min; European Journal of Medicinal Chemistry; vol. 72; (2014); p. 35 – 45;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5969-83-5 ,Some common heterocyclic compound, 5969-83-5, molecular formula is C11H8ClN, 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.

General procedure: 2-Phenylpyridine (77.5 mg, 0.5 mmol, 1 eq), RuCl3 (2.6 mg, 0.0125 mmol, 5 mol%), FeCl3. 6 H2O (108 mg, 0.4 mmol) and [BuEt3N][NTf2] (15) (0.5 mL) were added under an atmosphere of air to a 10 ml round bottom flask. The reaction was stirred for 48 h at 110 C. After completion of the reaction, it was cooled to room temperature and then ethyl acetate (1 mL) and triethylamine (1 mL) were added and the mixture was allowed to stir for 30 min. The purification was performed by flash chromatography (diethyl ether/ n-hexane = 1 : 1) to afford 2 (64 mg, 21 mmol, 83 %).

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. 5969-83-5, 2-(4-Chlorophenyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Muntzeck, Maren; Pippert, Felix; Wilhelm, Rene; Tetrahedron; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1173081-96-3 ,Some common heterocyclic compound, 1173081-96-3, molecular formula is C8H13ClN2O, 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.

Step 7 N-((4,6-Dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide The crude 5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofu ran-4-carboxylic acid 9f (1.1 g, 2.5 mmol) was dissolved in 20 mL of N,N-dimethylformamide, then 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (715 mg, 3.7 mmol), 1-hydroxybenzotriazole (510 mg, 3.7 mmol) and N,N-diisopropylethylamine (1.6 g, 12.5 mmol) were added. The mixture was stirred 1 hour, then 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride 2a (470 mg, 2.5 mmol) was added. The mixture was stirred for 16 hours. After the reaction was completed, excess water was added, and the reaction solution was extracted with a mixture of dichloromethane and methanol (V:V=8:1). The organic phases were combined, washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by thin-layer chromatography with elution system A to obtain the title compound N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide 9 (850 mg, yield 59%) as a white solid. MS m/z (ESI): 577.7 [M+1] 1H NMR (400 MHz, DMSO-d6) delta 11.50(s, 1H), 8.16(t, 1H), 7.38(s, 1H), 6.37(brs, 1H), 5.87(s, 1H), 4.31(d, 2H), 3.82(d, 2H), 3.21(t, 2H), 3.01-3.07(m, 4H), 2.91-2.96 (m, 1H), 2.79-2.81(m, 2H), 2.24(s, 3H), 2.17(brs, 2H), 2.12(s, 3H), 2.02(brs, 2H), 1.63-1.66(brd, 2H), 1.45-1.54(m, 2H), 1.25(brs, 6H), 1.01(t, 3H), 0.81(t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1173081-96-3, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Medicine Co. Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; LU, Biao; SHEN, Xiaodong; HE, Mingxun; LIU, Dong; ZHANG, Minsheng; (97 pag.)EP3378859; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 116387-40-7, name is Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate. A new synthetic method of this compound is introduced below., Formula: C7H6INO3

c) Methyl 2-chloro-S-iodonicotinate. To a solution of anhydrous DMF (21.45 mL) and distilled POCl3 (26.13 mL) in anhydrous DCM (900 mL) was added methyl 2-hydroxy-5-iodonicotinate (39 g, 0.14 mol) in one portion. The mixture was stirred at room temperature for 28 hours under a N2 atmosphere. The solvent was removed under reduced pressure, and the residue was diluted with H2O. The pH of the aqueous solution was adjusted to pH = 8~9 with a saturated aqueous solution OfNaHCO3. The mixture was extracted with DCM (5 x). The combined organic layers were dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure, and the oily residue was purified by silica gel column chromatography (1 : 10 EtOAc/hexanes) to give the title compound as a white solid.

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, 116387-40-7, Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate.

Reference:
Patent; AMGEN INC.; WO2008/130600; (2008); A2;,
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. 107504-08-5, name is 5-Fluoro-2-picolinic acid, molecular formula is C6H4FNO2, 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. Formula: C6H4FNO2

General procedure: To a round-bottomed flask, 2,4-diphenylquinoline (dpq, 3.99 g,14.2 mmol), iridium trichloride hydrate (2.00 g, 5.7 mmol), deionizedwater (10 mL) and 2-ethoxyethanol (30 mL) were added sequentiallyand the mixture was stirred at 110 C overnight under a nitrogen atmosphere.After the solution was cooled to room temperature, theprecipitate was collected by filtration, washed with water and ethanol,and then dried to give a cyclometallated iridium(III) mu-chloro-bridgeddimer ([Ir(dpq)2Cl]2) in 72% yield. The dimer was directly redissolvedin CH2Cl2, and then, 2.5 equivalents fluoropicolinic acid along with amixture of methanol and triethylamine (8:1, v/v) were added. Themixed solution was stirred at room temperature under a nitrogen atmospherefor 6 h, and further distilled by vacuum. The crude productswere further purified by silica column chromatography using dichloromethane/ethyl acetate (6:1, v/v) as the eluent to give the desiredfluorinated cyclometalated iridium(III) complexes (FIr1-FIr4)

With the rapid development of chemical substances, we look forward to future research findings about 107504-08-5.

Reference:
Article; Zhang, Man; Hu, Yuan-Yuan; Pan, Miao; Tong, Bi-Hai; Wang, Song; Zhou, Hui-Dong; Shi, Peng; Zhang, Qian-Feng; Dyes and Pigments; vol. 165; (2019); p. 11 – 17;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem