Day: May 18, 2021

Reference of 897732-75-1, 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. 897732-75-1, name is 2-Methyl-6-(methylsulfonyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

EXAMPLE 55; 3-(l-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-N-(2-methyl-6-(methylsulfonyl) pyridin-3-yl)-[l,2,4]triazolo[4,3-b]pyridazin-8-amineStep 1: 3,6-Dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4- amine [0394] A 100-mL round-bottom flask was charged with a solution of 2-methyl- 6-(methylsulfonyl)pyridin-3-amine (500 mg, 2.69 mmol) in tetrahydrofuran (50 mL), sodium hydride (269 mg, 11.2 mmol), and 3,4,6-trichloropyridazine (1 g, 5.49 mmol). The resulting solution was stirred for 16 hrs at room temperature. The reaction was then quenched with brine (50 mL), extracted with ethyl acetate (4×50 mL). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give a residue. This residue was purified by a silica gel column chromatography eluted with dichloromethane/ethyl acetate (2/1) affording 3,6-dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4-amine as pale yellow solid (0.75 g, 84%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,897732-75-1, 2-Methyl-6-(methylsulfonyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84703-18-4, Adding some certain compound to certain chemical reactions, such as: 84703-18-4, name is 5-Bromo-2-chloro-6-methylnicotinonitrile,molecular formula is C7H4BrClN2, 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 84703-18-4.

General procedure: A mixture of 10a-10k (1 mmol), methyl thioglycolate (159 mg,1.5 mmol) and Et3N (152 mg, 1.5 mmol) in 10 mL of methanol was stirred at 80 C for 6-8 h. Methanol was removed under vacuum.The residuewas purified by column chromatography to provide thetitle compound.

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. 84703-18-4, 5-Bromo-2-chloro-6-methylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhao, Yan; Li, Min; Li, Bowen; Zhang, Shun; Su, Aoze; Xing, Yongning; Ge, Zemei; Li, Runtao; Yang, Baoxue; European Journal of Medicinal Chemistry; vol. 172; (2019); p. 131 – 142;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1180132-17-5, 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. 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine, molecular formula is C12H20N4, 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: To a solution of 5a (0.10 g, 0.33 mmol) and 9a (0.07 g, 0.33 mmol) in 1,4-dioxane (2 mL), were added Cs2CO3 (0.21 g, 0.65 mmol), Pd2(dba)3 (0.03 g, 0.03 mmol) and XantPhos (0.03 g, 0.06 mmol). The mixture was heated to 120 C for 60 min with microwave, then cooled to room temperature, diluted with water (10 mL), and extracted with DCM (40 mL × 3). The combined organic layers were washed with water (40 mL) and brine (40 mL), dried over anhydrous Na2SO4, concentrated under vacuum, and purified by silica gel column chromatography (DCM / MeOH = 20:1) to give compound 10a (0.02 g, 12.40%) as a yellow solid.

According to the analysis of related databases, 1180132-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Yan; Liu, Wen-Jian; Yin, Lei; Li, Heng; Chen, Zhen-Hua; Zhu, Dian-Xi; Song, Xiu-Qing; Cheng, Zhen-Zhen; Song, Peng; Wang, Zhan; Li, Zhi-Gang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 5; (2018); p. 974 – 978;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 869557-43-7, 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.869557-43-7, name is 2-Amino-3-bromo-5-fluoropyridine, molecular formula is C5H4BrFN2, molecular weight is 191.0011, as common compound, the synthetic route is as follows.

(8a) 3-Bromo-2,5-difluoropyridine Sodium nitrite (1.97 g, 28.6 mmol) was added in small portions to a solution of 3-bromo-5-fluoropyridin-2-amine (WO20062578 A1, 3.64 g, 19.1 mmol) in hydrofluoric acid pyridine (10 mL) at -10C. After stirring at room temperature for two hours, water (100 mL) and sodium bicarbonate were added to the reaction mixture at 0C, followed by extraction with ethyl acetate (100 mL). Then, the organic layer was washed with water (100 mL) twice and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the residue was purified by silica gel chromatography (methylene chloride) to obtain the title compound (1.56 g, 42%) as a brown liquid. 1H-NMR (400 MHz, CDCl3): delta ppm: 7.78 (1H, dt, J = 2.7, 6.7 Hz), 8.02 (1H, dd, J = 1.6, 2.4 Hz).

The chemical industry reduces the impact on the environment during synthesis 869557-43-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2404918; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13143-47-0 ,Some common heterocyclic compound, 13143-47-0, molecular formula is C11H10N2O, 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.

In a 100 mL round-bottomed flask, di(lH-imidazol-1-yl)methanethione (718 mg, 4.03 mmol, Eq:1.5) was combined with CH2Ch (30 mL) to give a colorless solution. 1-(4- Aminophenyl)pyridin-2(1H)-one (500 mg, 2.69 mmol, Eq: 1.00) in CH 2Ch (20 mL) was added dropwise at ooc. The reaction was allowed to warm to room temperature, and allowed to stirovernight. Concentrate the solution, the compound was isolated by column chromatography(Hexanes/EtOAc = 80/20) to give the product 580 mg (95% ). MH+228.9

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. 13143-47-0, 1-(4-Aminophenyl)-1H-pyridin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BERTHEL, Steven Joseph; CHEN, Zhi; CHI, Feng; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; KOCER, Buelent; Mertz, Eric; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/135471; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98027-80-6 , The common heterocyclic compound, 98027-80-6, name is 4-Bromo-2,6-dichloropyridine, molecular formula is C5H2BrCl2N, 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.

(2) In a 250 mL three-neck flask, flush with nitrogen.Added 0.02 mol of raw material 4-bromo-2,6-dichloropyridine,150ml DMF, 0.024mol 4-Biphenylboronic acid pinacol ester,0.0002mol palladium acetate, stirring, then add 0.03mol K3PO4 aqueous solution, heated to 130 C, refluxing reaction for 10 hours, sampling point plate,The reaction is complete. Natural cooling, add water,The mixture was filtered and dried in a vacuum ovenThe resulting residue was purified on a silica gel column to give compound intermediate A1;HPLC purity 99.5%, yield 88.3%.

The synthetic route of 98027-80-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Wang Fang; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (53 pag.)CN107602538; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 108279-89-6, 2-Chloro-4,6-dimethoxypyridine, 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, 108279-89-6, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Chloro-4,6-dimethoxypyridine

REFERENTIAL EXAMPLE 1 Synthesis of 2-(4,6-dimethoxypyrimidin-2-yloxy)-benzaldehyde (intermediate) After 2.2 g of salicylaldehyde were dissolved in 100 ml of dimethylformamide, 4.0 g of 60% sodium hydride were added little by little. The resulting mixture was stirred at room temperature for a while and, after foaming subsided, 17.5 g of 2-chloro-4,6-dimethoxypyridine were added, followed by heating to 100 C. After the mixture was stirred for 3 hours at the same temperature, dimethylformamide was recovered under reduced pressure. The residue was isolated by column chromatography on a silica gel and then eluted with a 7:3 mixed solvent of n-hexane and ethyl acetate, whereby 14.8 g of the target compound, 2-(4,6-dimethoxypyrimidine-2-yloxy)benzaldehyde, were obtained as crystals (m.p.: 96-98 C.; yield: 56.9%). IR (KBr) cm-1: 2720, 1710. NMR (400 MHz, CDC;3) delta from TMS: 3.80(6H,s), 5.81(1H,s), 7.27(1H,m), 7.36(1H,m), 7.64(1H,m), 7.95(1H,m), 10.24(1H,s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108279-89-6, its application will become more common.

Reference:
Patent; Mitsui Toatsu Chemicals, Inc.; US5178662; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1214353-79-3, 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 1214353-79-3, name is Methyl 5-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 5-bromo-6-chloropyridine-2-carboxylate (Ark Pharm, 360 mg, 1.4 mmol), copper(I) iodide (19 mg, 0.10 mmol) and dichloro[bis(triphenylphosphonio)]palladate (60 mg, 0.086 mmol) were placed in a vial. The vial was then evacuated and backfilled with nitrogen three times. After this 1,4-dioxane (6.2 mL) and triethylamine (300 L, 2.16 mmol) were added. The reaction was stirred for 5 min. Then (trimethylsilyl)acetylene (244 muIota_,, 1.72 mmol) was added and the resulting reaction mixture was stirred at 60 C for 3 h. After this time the reaction was quenched with water and product was extracted with EtOAc. The combined organic fractions were washed with brine, dried with a2S04 and solvent was evaporated under reduced pressure. The crude product was purified by chromatography on silica gel using Biotage Isolera apparatus to give the sub-title compound (370 mg, 97%). LCMS calc. for C12H15CINO2S1 (M+H)+ m/z = 268.1; found: 268.0.

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 1214353-79-3, Methyl 5-bromo-6-chloropicolinate.

Reference:
Patent; INCYTE CORPORATION; VECHORKIN, Oleg; LI, Yun-Long; ZHU, Wenyu; (232 pag.)WO2016/10897; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116834-96-9 ,Some common heterocyclic compound, 116834-96-9, molecular formula is C7H7N3, 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 solution of 1-(2-chloropyridin-3-yl)ethanone (B-2) (6 g, 38.6 mmol) and hydrazine (85%, 9.1 g, 154.4 mmol) in pyridine (80 mL) was stirred under reflux overnight. The mixture was cooled to room temperature, concentrated, diluted with water (80 mL) and then extracted with ethyl acetate (100 mL*3). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated under vacuo. The resulting residue was used for the next step without further purification. MS (m/z): 134 (M+1)+. tert-Btyl 3-methyl-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (B-4)

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. 116834-96-9, 3-Methyl-1H-pyrazolo[3,4-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SU, Wei-Guo; JIA, Hong; DAI, Guangxiu; US2012/245178; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 504-24-5, 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.504-24-5, name is 4-Aminopyridine, molecular formula is C5H6N2, molecular weight is 94.12, as common compound, the synthetic route is as follows.

To a solution of 4-aminopyridine (50.0 g, 531 mmol) in triethylamine/CH2Cl2 (1:1, 200 mL) at 0°C was slowly added a solution of di-t-butyl-dicarbonate (116 g, 531 mmol) in CH2Cl2 (150 mL). The resulting mixture was allowed to warm to it overnight then was concentrated. The crude product was taken up in hot EtOAc, filtered and precipitated with hexanes. The precipitate was collected by filtration, washed with hexanes and dried under vacuum to give 91.0 g (88percent yield) of pure t-butyl carbamate.

The chemical industry reduces the impact on the environment during synthesis 504-24-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; WO2007/61554; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem