Day: April 8, 2022

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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2Cl3N

In a 1000 ml stainless steel autoclave, 50 g of 2,3,6-trichloropyridine was added.300g of methanol, 35g of triethylamine, and then added 0.05g of 10% palladium carbon.First replace the air in the kettle three times with nitrogen, and then replace it three times with hydrogen.Pressurize to 4.0Mpa and control the temperature at 45~50C.The reaction speed was set to 300 rpm/min, and hydrogen was continuously added during the reaction.The reaction pressure was maintained at 3.0 to 4.0 MPa, and the reaction was stopped after 4 hours of reaction.Cooling, sampling for liquid phase quantitative detection and analysis,The conversion rate of raw material 2,3,6-trichloropyridine is 96.5%.The selectivity to 2,3-dichloropyridine was 86.7%. After filtering the reaction solution,After rectifying and removing the reaction solvent, after adding a moisture layer,The organic phase was subjected to rectification to obtain 33.1 g of a white 2,3-dichloropyridine product.The product purity is 99.5%.

With the rapid development of chemical substances, we look forward to future research findings about 6515-09-9.

Reference:
Patent; Chongqing Zhong Bang Technology Co., Ltd.; Wang Ping; Lai Ming; Mu Xinbin; Jiang Cheng; Li Xueping; (5 pag.)CN109280026; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75073-11-9, 5-Iodo-6-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, 75073-11-9, blongs to pyridine-derivatives compound. Quality Control of 5-Iodo-6-methylpyridin-2-amine

To a suspension of 2 g of 5-iodo-6-methylpyridine-2-amine in 15 mL of dimethoxyethane are added 1.3 mL of ethyl bromopyruvate. The reaction mixture is stirred at 20 C. for 16 hours and then concentrated to dryness, taken up in 15 mL of ethanol, refluxed for 2.5 hours and finally concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and saturated sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and concentrated to dryness under reduced pressure to give 2.77 g of ethyl 6-iodo-5-methyl(pyrid-2-yl)imidazo[1,2-a]pyridine-2-carboxylate in the form of a beige-coloured solid.1H NMR spectrum (DMSO-d6, delta in ppm): 1.33 (t, J=7.1 Hz, 3H), 2.84 (s, 3H), 4.33 (q, J=7.1 Hz, 2H), 7.34 (d, J=9.3 Hz, 1H), 7.66 (d, J=9.3 Hz, 1H), 8.48 (s, 1H).Mass spectrum (LC-MS-DAD-ELSD): m/z 331 [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,75073-11-9, its application will become more common.

Reference:
Patent; sanofi-aventis; US2010/317675; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2369-19-9, 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 2369-19-9, name is 2-Fluoro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of diisopropylamine (252 mL, 1.80 mmol) in anhydrous tetrahydrofuran (5 mL) was added under argon at 20 C, a 2.5 M solution of n-butyllithium in hexanes (719 mL, 1.80 mmol). After stirring at 20 C for 30 min, the reaction was cooled to 78 C, then a solution of 2-fluoro-5-methylpyridine (14) [27] (200 mg, 1.80 mmol) in anhydrous tetrahydrofuran (1 mL) was added over 10 min. The reaction was stirred at 78 C for 3.5 h, then a solution of iodine (457 mg, 1.80 mmol) in anhydrous tetrahydrofuran (1 mL) was added. The mixture was stirred at 78 C for additional 1 h, before quenching with a solution of water (2 mL) and tetrahydrofuran (10 mL). After warming to 0 C, the mixture was diluted with water (50 mL) and sodium bisulfite was added until a colorless solution was obtained. After extraction with dichloromethane (3 x 30 mL), the combined organic layers were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane/cyclohexane, 5/5, v/v) to give 2-fluoro-3-iodo-5-methylpyridine (15) (275 mg, 1.16 mmol) as a colorless solid. Yield 65%; Rf (SiO2, dichloromethane/cyclohexane, 5/5, v/v) 0.21; mp 40-45 C; IR (KBr) nu 1049, 1379, 1446, 2930 cm-1; 1H NMR (200 MHz, CDCl3) delta 2.28 (s, 3H, CH3), 7.95 (m, 2H, H-4, H-6); 13C NMR (50 MHz, CDCl3) delta 17.0 (CH3), 75.4 (d, 2JC-F = 44 Hz, C-3), 132.7 (d, 4JC-F = 5 Hz, C-5), 146.8 (d, 3JC-F = 13 Hz, C-6), 150.4 (C-4), 160.4 (d, 1JC-F = 232 Hz, C-2); 19F NMR (470 Mz, CDCl3) 61.7; ESI-MS m/z 237.89 [M+H]+.

According to the analysis of related databases, 2369-19-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Billaud, Emilie M.F.; Maisonial-Besset, Aurelie; Rbah-Vidal, Latifa; Vidal, Aurelien; Besse, Sophie; Bequignat, Jean-Baptiste; Decombat, Caroline; Degoul, Francoise; Audin, Laurent; Deloye, Jean-Bernard; Dolle, Frederic; Kuhnast, Bertrand; Madelmont, Jean-Claude; Tarrit, Sebastien; Galmier, Marie-Josephe; Borel, Michele; Auzeloux, Philippe; Miot-Noirault, Elisabeth; Chezal, Jean-Michel; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 818 – 838;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 100367-55-3 , The common heterocyclic compound, 100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, 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.

A mixture of X1 (149 mg, 1.0 mmol), NaOCH3 5.4 mg (0.1 mmol) and 10.0 mL CH3OH was placed in the 50 mL flask and reacted at 40 C for 1 h. Then methylaminoacetaldehyde dimethyl acetal 105.0 mg (1.0 mmol) and CH3COOH 0.5 mL were added into the reaction mixture refluxed for 30 min. After that CH3OH 5.0 mL and CH3COOH 1.0 mL were added to and refluxed for another 4.5 h. Then pH of the resulting mixture was adjusted to 10. The resulting precipitates were collected by filtration and washed with water (30 mL x 2) to give the crude material. The resulting crude material was purified by recrystallization with methanol to afford compound X2 133.0 mg (70.0 %). mp: 202-203 C. 1H NMR (300 MHz,DMSO-d6): delta 7.23 (s, 1H, CH-imidazole), 7.40 (s, 1H, CH-imidazole), 8.23 (d, 1H, 3-H, J = 8.8 Hz), 8.64 (dd, 1H, 4-H, J = 2.6 Hz and J = 8.8 Hz), 9.36 (d, 1H, 6-H, J = 2.6 Hz), 13.2 (s, 1H, NH-imidazole). IR (KBr): 3153, 3109, 1600, 1579, 1471, 1383, 1118, 858 cm-1.

The synthetic route of 100367-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiao, Yu; Xin, Bo-Tao; Zhang, Yanmin; Wu, Jianbing; Lu, Xiaolin; Zheng, Ying; Tang, Weifang; Zhou, Xiang; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 170 – 183;,
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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, the common compound, a new synthetic route is introduced below. Safety of 5-(Trifluoromethyl)pyridin-3-amine

To a stirred solution of Example 30A (100 mg, 0.62 mmol) and triethylamine (75 mg, 0.74 mmol) at0 C in dichloromethane (5 ml) is added ethyl malonyl chloride (108 mg, 0.65 mmol) dropwise over 15 minutes. The solution is allowed to warm to room temperature, and stirring is continued overnight (18 h). The crude reaction solution is concentrated in vacuo and the residue is purified by preparativeRP-HPLC (acetonitrile/water 1: 9 to 9: 1 gradient) to afford a colourless oil. Yield: 144.4 mg(85% of th.)HPLC (method 5): Rt = 3.80 min. , max 196 nm, 244 nm MS (ESIpos):m/z = 277[M+H] +H-NMR (300MHz, CDC13) :8 = 9.74 (s, 1H); 8.81 (s, 1H); 8.64 (s, 1H) ; 8.47 (s,1H) ; 4.30 (q, 2H); 3.53 (s, 2H);1. 35 (t, 3H) ppm.

The synthetic route of 112110-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/20410; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 156072-84-3, 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 156072-84-3 as follows.

(5-chloro-3-methylpyridin-2-yl)methanamine5-chloro-3-methylpyridine-2-carbonitrile (0.50 g; 3.28 mmol; 1.00 eq.) was dissolved in 7M ammonia/methanol (16 ml) and ethanol (16 ml) with Raney Ni which had been rinsed with ethanol 3×. The reaction was charged with H2 and stirred vigorously. After 21 h, the reaction was filtered through Celite, evaporated to a reddish-blue residue of (5-chloro-3-methylpyridin-2-yl)methanamine which was carried on without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,156072-84-3, its application will become more common.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); 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. 884494-52-4, name is 3-Bromo-2-fluoro-4-iodopyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-2-fluoro-4-iodopyridine

Isopropylmagnesium chloride, 2 M solution in THF (0.814 mL, 1.63 mmol) was added dropwise over 15 minutes to a degassed solution of 3-bromo-2-fluoro-4-iodopyridine (0.468 g, 1.55 mmol) in Et2O (0.150 mL) and THF (0.850) cooled at -78 0C. The solution was stirred for 0.5 h. Zinc chloride, 1.0 M solution in diethyl ether (0.776 mL, 0.776 mmol) was then added dropwise to the reaction over 10 minutes. The reaction was allowed to reach room temperature. The reaction warmed to room temperature within 15 min. A solution of compound 238 (0.150 g, 0.517 mmol) and tetrakis(triphenylphosphine)palladium (0.0418 g, 0.0362 mmol) in THF (0.50 mL) was added to the reaction. The reaction was equipped with a reflux condenser and stirred in a 60 0C oil bath. After 2 h the reaction was removed from heat and allowed to stand overnight. Saturated NH4Cl (0.5 mL) and 12% 2-propanol in CH2Cl2 (2 mL) were added. The organics were sequestered and the aqueous was extracted with 12% 2- propanol in CH2Cl2 (4 x 4 mL). The combined organics were washed with brine, dried over MgSO4, and concentrated in vacuo. Silica gel chromatography (elution 3% methanol in DCM with 0.175 % NH4OH additive) afforded compound 240 (0.140 g, 80.1% yield). 1H NMR (500 MHz, CDCl3) delta ppm 0.22 (d, J= 4.40 Hz, 2 H) 0.46 – 0.59 (m, 2 H) 0.96 – 1.07 (m, 1 H) 3.21 – 3.36 (m, 2 H) 4.51 (br. s., 1 H) 5.11 (br. s., 2 H) 7.16 (d, J= 4.89 Hz, 1 H) 7.69 (s, 1 H) 8.22 (d, J= 4.89 Hz, 1 H) ppm.

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, 884494-52-4, 3-Bromo-2-fluoro-4-iodopyridine.

Reference:
Patent; AMGEN INC.; WO2009/85185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 4684-94-0 , The common heterocyclic compound, 4684-94-0, name is 6-Chloropicolinic acid, molecular formula is C6H4ClNO2, 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.

DMF (200 ml) was added to a 500 mL three-necked flask equipped with a thermometer, followed by the addition of m-trifluoromethylphenol.(0.26 mol, 42.2 g), potassium carbonate (0.266 mol, 37.2 g), 2-chloro-6-carboxypyridine (0.2 mol, 31.6 g) andCuprous chloride (1.0 g), warmed to 140 C, reacted for 8.0 h, cooled to room temperature, and poured into 600 ml of ice water.The pH of the brine was adjusted to 3, and the solid was precipitated, suction filtered, washed with water, and dried to give a white solid. Yield: 75%.

The synthetic route of 4684-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hebei University; Li Wan; Yang Zihui; Yang Fenglin; (6 pag.)CN108794390; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38427-94-0, 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.38427-94-0, name is tert-Butyl pyridin-2-ylcarbamate, molecular formula is C10H14N2O2, molecular weight is 194.23, as common compound, the synthetic route is as follows.

(3-Formyl-pyridin-2-yl)-carbamic Acid tert-Butyl Ester (5-2) tert-Butyllithium (1.7 M, 14.5 mL, 24.6 mmol, 2.39 equiv) was added to a solution of pyridin-2-yl-carbamic acid tert-butyl ester (5-1, 2.00 g, 10.3 mmol, 1 equiv) in ethyl ether (100 mL) at -78 C., and the resulting mixture was warmed to 0 C. and stirred for 1 h. N,N-Dimethylformamide (8.00 mL, 103 mmol, 10.0 equiv) was added with rapid stirring. The mixture was stirred at 0 C. for 10 min, then partitioned between half-saturated aqueous ammonium chloride solution (100 mL). The aqueous layer was further extracted with ethyl acetate (100 mL), and the combined organic layers were dried over sodium sulfate and concentrated. The residue was purified by flash column chromatography (40% ethyl acetate in hexanes) to afford (3-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (5-2) as a white solid. 1H NMR (300 MHz, CDCl3) delta 10.18 (br s, 1H), 9.91 (s, 1H), 8.64 (dd, 1H, J=4.9, 2.9 Hz), 7.98 (dd, 1H, J=7.6, 2.0 Hz), 7.12 (dd, 1H, J=7.6, 4.9 Hz), 1.55 (s, 9H); TLC (40% EtOAc/hexanes), Rf=0.41.

The chemical industry reduces the impact on the environment during synthesis 38427-94-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Merck & Co., Inc.; US6479512; (2002); B1;,
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 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 6-chloro-5-methoxynicotinate

Example 3. 3-Cyano-1-[6-(3,3-difluoro-pyrrolidin-1-yl)-5-methoxy-pyridin-3-ylmethyl]-1 H-pyrazole-4-carboxylic acid {l-amino-isoquinolin-6-ylmethyl)-amide {6-Chloro-S-methoxy-pyridin-3-yl)-methanol To a stirred solution of 6-chloro-5-methoxy-nicotinic acid methyl ester (0.5 g, 2.48 mmol) in anhydrous THF (20 mL) cooled to 0 C under nitrogen, was added UAIH4 (104 mg, 2.73 mmol). The reaction was allowed to warm to rt. The reaction was cooled to 0 C and quenched with water. Potassium sodium tartrate (Rochelle’s salt) was added and the mixture was filtered through Celite and washed with EtOAc (20 mL). The filtrate was separated and the aqueous extracted with EtOAc (20 mL). The combined organic layers were washed with brine (50 ml), dried over MgSO and the solvent removed in vacuo. The residue was purified by automated FC (EtOAc/petrol) to afford (6-chloro-5-methoxy-pyridin-3-yl)- methanol (710 mg, 82% yield) [MuEta]+ = 173.7

With the rapid development of chemical substances, we look forward to future research findings about 915107-31-2.

Reference:
Patent; KALVISTA PHARMACEUTICALS LIMITED; SMITH, Alun John; NOVAK, Andrew Richard; EVANS, David Michael; EDWARDS, Hannah Joy; STOCKS, Michael John; DAVIE, Rebecca Louise; MARSH, Sally Louise; HODGSON, Simon Teanby; (0 pag.)WO2016/83816; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem