Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 188577-68-6, 4,5-Dichloropyridin-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, Product Details of 188577-68-6, blongs to pyridine-derivatives compound. Product Details of 188577-68-6

4,5-Dichloropyridin-2-amine (INTERMEDIATE 1, 45.2 g, 283.0 mmol) was added to 270 mL of ice cold conc. H2SO4, in small portions over ca 20 min. When dissolved, conc. HNO3 (22 g) was added dropwise and the mixture was stirred at ca 5 C for 3.5 h. LCMS indicated total conversion to expected product. The cold mixture was poured on crushed ice/water mixture (3 L), stirred for ca 5 min and then filtered. The solid was collected and slurried in ice cold water (500 mL) and filtered. The procedure was repeated until neutral pH. When semi dry on the filter, the solid was dissolved in EtOAc (ca.3 L), washed with brine (ca.100 mL) and the organic layer was dried with Na2SO4, filtered, and evaporated to furnish 46.2 g (78%) of 97% pure title product as beige-orange solid.1H NMR (600 MHz, CD3OD) delta^D) delta (600 MHz, CDaporated to furnish 46.2+) m/z 208, 210, 212 [M+H]+ , di-chlorine isotopic pattern.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,188577-68-6, 4,5-Dichloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; KANCERA AB; MELLSTEDT, Hakan; BYSTROeM, Styrbjoern; VAGBERG, Jan; OLSSON, Elisabeth; (302 pag.)WO2018/11138; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 33252-28-7, 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.33252-28-7, name is 6-Chloronicotinonitrile, molecular formula is C6H3ClN2, molecular weight is 138.55, as common compound, the synthetic route is as follows.

A mixture of [1,] [2-DIAMINO-2-METHYLPROPANE] [(3.] 14ml, [30] [MMOL),] and 6- chloronicotinonitrile [(2.] [77G,] [20] mmol) were heated to [120 C] for 2 days. The reaction mixture was filtered, and the inorganic salt was rinsed with EtOAc. The filtrate was concentrated under reduced pressure to provide the titled compound as a pale yellow solid. MS [(DCI)] [191] 1 9 1 [(M+H)] [+.]

The chemical industry reduces the impact on the environment during synthesis 33252-28-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/26822; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67625-36-9, Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate, 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, 67625-36-9, blongs to pyridine-derivatives compound. Recommanded Product: 67625-36-9

Example 45-Methoxy-imidazo[1 ,2-a]pyridine-2-carboxylic acid [5-(3-trifluoromethyl-phenyl)-1 H- benzoimidazol-2-yl]-amide To a stirring solution of 5-chloro-imidazo[1 ,2-a]pyridine-2-carboxylic acid ethyl ester(674 mg) in dry THF (5 mL) was added sodium methoxide (324 mg), and the reaction mixture was heated to 50 C for 1 hour. The resulting mixture was cooled to room temperature, quenched with ice, and partitioned between ethyl acetate and water. The organic layers were evaporated and the resulting crude intermediate was hydrolyzed with lithium hydroxide (1.3 g) in 1 :1 methanol/water (10 mL) by heating to 100 C for 0.5 hour. The resulting mixture was partitioned between ethyl acetate and water, and the organic layers were evaporated to give a solid, which was dissolved in DMF (5 mL), to which was added 5-(3-trifluoromethyl-phenyl)-1 H-benzoimidazol-2-ylamine dihydrobromide salt (878 mg), HBTU (760 mg) and DIEA (0.70 mL). The resulting mixture was heated to 90 0C for 1 hour then cooled to room temperature. Water was added and the resulting solid was filtered, dried and purified by silica gel flash chromatography using 10% of MeOH in DCM to obtain the title compound (311 mg). LCMS (m/z): 452.9. 1H NMR (400 MHz, CD3OD): delta 3.58 (3H, S)1 7.43 (1 H, d), 7.68-8.05 (9H, m), 9.17 (1 H, s) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67625-36-9, its application will become more common.

Reference:
Patent; HIGH POINT PHARMACEUTICALS, LLC; MJALLI, Adnan, M.M.; HARI, Anitha; GADDAM, Bapu; GOHIMUKKULA, Devi, Reddy; POLISETTI, Dharma, R.; EL ABDELLAOUI, Hassan; RAO, Mohan; ANDREWS, Robert, C.; XIE, Rongyuan; REN, Tan; WO2010/126745; (2010); 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. 1035219-96-5, name is 2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of intermediate 6 (2.33 g, 10 mmol), phenylacetylene (2.0 g, 20 mmol) and triethylamine (4.5 g, 45 mmol) in 1,4-dioxane (50 mL) at room temperature were added [1,1′-bis(diphenylphosphino)ferrocene]dichloro-palladium(II) (0.73 g, 1 mmol) and copper (I) iodide (0.75 g, 4 mmol) under a nitrogen atmosphere. The reaction mixture was stirred at 80 C. for 2 hours under a nitrogen atmosphere, then cooled to room temperature and concentrated in vacuo. The resulting residue was dissolved in AcOEt and washed with H2O. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (silica; petroleum ether/AcOEt 10:1 to 1:1). The desired fractions were collected and the solvent was evaporated in vacuo to yield compound 3 (0.7 g, 30% yield) as a brown solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.00 (t, J=7.0 Hz, 2H), 3.50 (td, J=7.0, 2.5 Hz, 2H), 7.44-7.57 (m, 3H), 7.63-7.72 (m, 2H), 8.07 (br. s., 1H).

The synthetic route of 1035219-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica N.V.; US2012/252800; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 713143-67-0, 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 713143-67-0 as follows.

In anhydrous THF (5 mL) was dissolved the Step 2 compound (0.9 g, 4.80 mmol), to which was added Li i Pr2NH (1.8 M in THF) (3.0 mL, 4.80 mmol) at -78 C. After stirring for 10 min, n-BuLi (1.6 M in THF) (6.0 mL, 9.61 mmol) and diethylchlorophosphonate (0.96 mL, 4.80 mmol) were slowly added. After stirring for 2 h, the mixture was extracted with ethyl acetate and washed twice with saturated aqueous sodium chloride solution. The organic layer was dried over MgSO4 and filtered. The filtrate was concentrated and purified by silica gel column chromatography (CH2Cl2:CH3OH=20:1) to give the title compound (0.55 g, 1.56 mmol). [777] 1H-NMR (300 MHz, CDCl3) delta 1.29(t, J = 6.9 Hz, 7.2 Hz, 6H), 3.46 (d, J = 21.9 Hz, 2H), 4.09~4.16(m, 4H), 7.06~7.12(m, 1H), 7.24~7.49 (m, 4H), 7.82 (dd, J = 2.4 Hz, 2.4 Hz, 1H), 8.76 (d, J = 2.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,713143-67-0, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; LG LIFE SCIENCES LTD.; LEE, Sun Kyung; SONG, Jong Whan; LIM, Dong Chul; CHO, Woo Young; PARK, Chul Min; WO2011/162562; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5BrFN

Copper cyanide (1.87 g, 0.021 mol) was added at room temperature to a sealed tube containing a solution of 3-bromo-5-fluoro-4-methylpyridine (E; 2.0 g, 0.0105 mol) in dimethylformamide (20 mL). The reaction mixture was heated to 150 C for 16 h. It was then cooled to RT, quenched with 20% aqueous ammonia (30 mL) solution and stirred for 5 min. The reaction mixture was extracted with diethyl ether (2 x 100 mL). The organic layers were washed with water (2 x 50 mL), dried over anhydrous sodium sulphate and concentrated to afford 5-fluoro-4-methylnicotinonitrile. 1H NMR (400 MHz, CDC13) delta 8.62 (s, 1 H), 8.56 (s, 1 H), 2.56 (s, 3 H).

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, 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; RATCLIFFE, Paul; TAYLOR, Jerry Andrew; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43520; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1461602-59-4, 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. 1461602-59-4, name is 3-(Methylamino)isonicotinic Acid. A new synthetic method of this compound is introduced below.

3-(Methylamino)isonicotinic acid (4.00 g, 26.3 mmol), 1-hydroxybenzotriazole (10.7 g, 78.9 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (15.1 g, 78.9 mmol) and ammonium chloride (5.63 g, 105 mmol) were dissolved in N,N-dimethylformamide (5 mL). The reaction solution was stirred at 25 C. for 24 hours. The reaction was quenched by adding water (100 mL). The mixture was extracted with isopropanol/chloroform (1:3) (50 mL*2). The organic phases were combined, concentrated under reduced pressure. Methylene chloride/methanol (10:1, 30 mL) was added into the residue and then stirred for 10 minutes, followed by filtration. The filter cake was dried to give 3-(methylamino)isonicotinamide (3.50 g, yellow solid) with a yield of 88%. 1H NMR: (400 MHz, DMSO-d6) delta8.09 (s, 2H), 7.80 (d, J=5.2 Hz, 1H), 7.62-7.61 (m, 1H), 7.52-7.48 (m, 1H), 7.43 (d, J=5.2 Hz, 1H), 2.84 (d, J=5.2 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1461602-59-4, its application will become more common.

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Linyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (75 pag.)US2018/148451; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 727356-19-6, 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.727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

Example 27(6-Bromo-pyridin-2-yl)-inethanol (1.Og) is dissolved in methylene chloride (10ml) and thereto is added thionyl chloride (427mul) under ice- cooling, and the mixture is stirred at the same temperature for 15 minutes. To the reaction solution is added a saturated aqueous sodium bicarbonate solution, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue and (3,5-bis- trifluoromethyl-benzyl)-5-bromopyrimidin-2-yl)-amine (2.12g) is dissolved in N,N-dimethylformamide (20ml), and thereto is added sodium hydride (62%) (226mg) under ice-cooling, and mixture is stirred at room temperature overnight. To the reaction solution are added diethyl ether and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = l:0?19: l) to give (3,5- bis-trifluoroinethyl-benzyl)-(5-brorno-pyrirnidin-2-yl)-(6-brorno-pyridin-2- ylmethyl)-amine (2.7g). MS (m/z): 569/571 [M+H]+

Statistics shows that 727356-19-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88999; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 94220-38-9, 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. 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, molecular formula is C7H6ClN3, 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.

EXAMPLE 1 7-Allylamino-5-methyl-1H-pyrazolo[4,3-b]pyridine (E1) STR15 A mixture of 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (D4) (1.0 g, 0.006 mole) and allylamine (60 g) in water (100 ml) was heated under reflux for 12 days. On cooling the reaction mixture was evaporated to dryness, basified to pH8 with 10% sodium carbonate solution and the resulting solid filtered off. Recrystallisation from chloroform/pentane gave the product as white solid (1.0 g). m.p. 172-174 C. delta(d6 DMSO): 2.40 (3H, s); 3.91 (2H, d, J=6.5 Hz); 3.4-5.0 (1H, br.s exchanges with D2 O); 5.00-5.50 (2H, m); 5.68-6.05 (1H, m); 6.15 (1H, s); 6.4-6.7 (1H, br.s exchanges with D2 O); 7.85 (1H, s). Found: C, 63.57; H, 6.35; N, 29.88. C10 H12 N4 requires C, 63.81; H, 6.43; N, 29.77%.

According to the analysis of related databases, 94220-38-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beecham Group p.l.c.; US4670432; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 886365-46-4, Adding some certain compound to certain chemical reactions, such as: 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid,molecular formula is C7H6ClNO2, 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 886365-46-4.

Step 3: (R)-N-(3-(8-amino-6-(fluoromethyl)-4,4-dioxido-4-thia-7-azaspiro[2.5]oct-7-en-6-yl)-4-fluorophenyl)-5-chloro-3-methylpicolinamide To a stirred mixture of (R)-8-amino-6-(5-amino-2-fluorophenyl)-6-(fluoromethyl)-4-thia-7-azaspiro[2.5]oct-7-ene 4,4-dioxide (0.0625 g, 0.198 mmol) and 5-chloro-3-methylpicolinic acid (0.036 g, 0.208 mmol) in DCM (3 mL) was added 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (0.378 g, 0.595 mmol). After the addition, the mixture was stirred at RT for 16 h, saturated aqueous NaHCO3 was added, layers were separated, organic phase dried over Na2SO4, concentrated and purified by silica gel chromatography (30% EtOAc/DCM) to give the title compound as an off white solid (51 mg, 55%). LC/MS (ESI+) m/z: 469 (M+H). 1H NMR (400 MHz, CHLOROFORM-d) ppm 10.01 (1H, s), 8.35-8.43 (1H, m), 7.96 (1H, ddd, J=8.8, 4.3, 2.8 Hz), 7.63-7.68 (2H, m), 7.09 (1H, dd, J=11.7, 8.8 Hz), 4.82 (1H, dd, J=14.7, 8.8 Hz), 4.55 (1H, dd, J=14.7, 8.8 Hz), 4.45 (2H, br. s.), 3.77 (2H, dd, J=14.5, 8.8 Hz), 2.79 (3H, s), 1.73-1.86 (2H, m), 1.56 (2H, m).

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. 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; CHENG, Yuan; CHOQUETTE, Deborah; EPSTEIN, Oleg; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; HUA, Zihao; HUNGATE, Randall W.; HUMAN, Jason Brooks; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; MINATTI, Ana Elena; OLIVIERI, Philip; ROMERO, Karina; RUMFELT, Shannon; RZASA, Robert M.; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; XUE, Qiufen; ZHENG, Xiao; ZHONG, Wenge; US2014/107109; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem