Day: March 25, 2022

Application of 863704-60-3 ,Some common heterocyclic compound, 863704-60-3, molecular formula is C12H8FNO2, 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.

B) 6-(4-Fluorophenyl)picolinic acid-N-oxide A mixture of picolinic acid derivative (1.0 g,, 4.6 mmol), Na2HPO4 (1.2 g) and mCPBA (1.1 g, ~70% from Aldrich) in CH2ClCH2Cl (30 mL) was stirred at rt for 2 h. Additional Na2HPO4 (0.8 g) and mCPBA (1.0 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred for 3 h at rt. Another Na2HPO4 (0.5 g) and mCPBA (0.5 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred at rt overnight. Next morning CHCl3 (160 mL) and 2N aq HCl (50 mL) were added to the reation mixture, the organic layer was separated, dried over MgSO4 and concentrated. The residue was purified by flash column on silica gel eluding with EtOAc/MeOH/HOAc//700:240:60 to obtain the desired product contaminated by mCPBA. This impure material was purified by preparative HPLC to obtain the desired product (175 mg, 16%) as a white solid. 1H NMR (DMF-d7) 8.45 dd, 1H, J=8.3, 2.2 Hz), 8.15 (d, 1H, J=2.2 Hz), 8.13-8.00 (mn, 4H), 7.45 (t, 2H, 8.7 Hz).

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. 863704-60-3, 6-(4-Fluorophenyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/60613; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 83766-88-5, 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. 83766-88-5, name is 2-(tert-Butoxy)pyridine. A new synthetic method of this compound is introduced below.

General procedure: Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83766-88-5, its application will become more common.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
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. 52605-96-6, name is 2-Chloro-3-methoxypyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-3-methoxypyridine

To a solution of Compound 8 (68 mg) in 2-propanol (5 ml) were added 2-chloro-3-methoxy pyridine (87 mg) and concentrated sulfuric acid (90 mg). It was stirred under reflux for 40 hours. Saturated sodium bicarbonate solution and water were added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo. The obtained residue was purified by column chromatography. The obtained solid was recrystallized with diethylether-hexane to give Compound 1-6 (25 mg).1H-NMR (CDCl3) delta: 1.58 (3H, s), 2.02-2.12 (1H, m), 2.33-2.42 (1H, m), 3.82-4.00 (3H, m), 3.89 (3H, s), 4.09-4.17 (1H, m), 6.67 (1H, dd, J=7.9, 5.0 Hz), 6.93-6.99 (2H, m), 7.01 (1H, brs), 7.34 (1H, dd, J=7.9, 3.0 Hz), 7.79 (1H, dd, J=5.0, 1.3 Hz), 8.02-8.08 (1H, m)

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, 52605-96-6, 2-Chloro-3-methoxypyridine.

Reference:
Patent; SHIONOGI & CO., LTD.; US2012/238557; (2012); A1;,
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. 57883-25-7, name is 3-Bromo-2-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromo-2-ethoxypyridine

A solution of tris(dibenzylideneacetone)dipalladium(0) (12 mg, 13 mumol) and 2-(di-tert-butylphosphino)biphenyl (12.0 mg, 40 mumol) in anhydrous toluene (5 mL) was degassed with argon for 15 min at room temperature, then 3-bromo-2-ethoxypyridine (33 mg, 0.16 mmol) was added. Upon further degassing, N-(t-butoxycarbonyl)-(R)-1,3,4,10b-tetrahydro-9-amino-7-trifluoromethyl-pyrazino[2, 1-a]isoindol-6(2H)-one (66 mg, 0.18 mmol) and sodium tert-butoxide (26 mg, 0.27 mmol) were added. The mixture was degassed a final time and then subjected to microwave conditions (150 W, 150 C.) for 1 h. Upon cooling to room temperature, the mixture was filtered through a pad of diatomaceous earth and the pad was washed with EtOAc (100 mL). The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography (silica gel, 5-60% Et2O/hexanes) to provide the corresponding N-linked oxoisoindole (35 mg) in 44% yield. A solution of the Boc-protected oxoisoindole in CH2Cl2 (10 mL) at -10 C. was treated with TFA (3 mL) and stirred for 2.5 h. Upon concentration in vacuo, the residue was purified by preparative HPLC (Varian Dynamax C18 column, 10-100% CH3CN/H2O with 0.05% TFA) followed by trituration of the combined fractions with CH2Cl2/Et2O/hexanes to provide the product (9 mg, 25%) as a yellow solid: MS (APC1) 393 (M+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, 57883-25-7, 3-Bromo-2-ethoxypyridine.

Reference:
Patent; Wacker, Dean A.; Zhao, Guohua; Kwon, Chet; Varnes, Jeffrey G.; Stein, Philip D.; US2005/80074; (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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H2Cl3N

Saponification: 100 g of 2,3,6-trichloropyridine, 76 g of sodium hydroxide,450g of water reacts in an autoclave at 130C for about 6 hours.Slowly to normal temperature,filter,The filter cake is washed thoroughly with water,Wash water is used for application.The filter cake was obtained 3,6-dichloro-pyridinol sodium sulfate to give 70g.

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

Reference:
Patent; Suzhou Kaiyuan People’s Welfare Technology Co., Ltd.; Zhao Fei; Song Liang; Chen Wei; Wei Haihao; Zeng Miao; Xu Jianfeng; (8 pag.)CN107935921; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3430-22-6, 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 3430-22-6, name is 3-Bromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3.98 g of the acid obtained in the previous step (20 mmol, 1 eq.) in 50 ml of methanol is reflux heated in the presence of 4 ml of concentrated sulfuric acid. The mixture is allowed to return to ambient temperature and extracted 3 times with ethyl acetate. The organic phase is dried on Na2SO4 and the solvent is evaporated. 2.65 g (62%) of esterified product is obtained. NMR (1H, CDCl3): 4.02 (s; 3H), 7.64 (d, J=4.9 Hz; 1H), 8.63 (d, J=4.9 Hz; 1H), 8.88 (s; 1H).

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 3430-22-6, 3-Bromo-4-methylpyridine.

Reference:
Patent; Imbert, Thierry; Monse, Barbara; Koek, Wouter; US2005/80085; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 936011-17-5 ,Some common heterocyclic compound, 936011-17-5, molecular formula is C7H6BrNO2, 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.

To the solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (compound 74a, 25.00 g, 115.70 mmol) in THF (250 mL) was added MeMgBr (3M in 2-Me-THF, 50.20 mL, 150.40 mmol) drop wise at -78 C over 30 mins. After being stirred at -78 C for 0.5 h, the mixture was warmed to rt slowly and then quenched with 100 mL saturated NFLCl, diluted with 400 mL water and extracted with 150 mL EA twice. The combined organic layer was washed with 180 mL water and 100 mL brine, dried over Na2S04 and concentrated to give the cmde product compound 74b (27.00 g) as a yellow oil. MS calc?d 232 (MFL), measured 232 (MFL).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936011-17-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1132-37-2, 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. 1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, 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.

100cc Schlenk tube and then in the oxygen and three times replacement with argon and vacuum for removal of water Pt[2,2′-bpyridine]Cl2 (90.34mg, 0.214mmol) was added and dissolved with EtOH solvent (20ml). To this solution was added dipyridin-2-ylmethane (40mg, 0.235mmol) was dissolved in EtOH (15ml). The mixture is contained in a Schlenk tube for 5 hours and then put Reflux NH4PF6 (114.9mg, 0.705mmol) was refluxed with 80C for 36 hours under argon gas. After confirming the completion of the reaction by TLC whether the mixture was cooled at room temperature. Conducted a filter to remove the resulting precipitate was cooled, and the supernatant was filtered through a filter and then dried in vacuum and then washed CHCl3 to give the title compound (yield: 57%).

According to the analysis of related databases, 1132-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunchon National University Industry-Academic Cooperation Foundation; Jung, Min Chul; Kim, Song Chan; (13 pag.)KR101602456; (2016); 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5-(Trifluoromethyl)pyridin-3-amine

5-(Trifluoromethyl)pyridin-3 -amine (977 mg, 6.03 mmol, Anichem, P20551 , North Brunswick, NJ) was treated with THF (40 mL) and LiHMDS (1.0 M in THF, 13.26 mL, 13.26 mmol) slowly dropwise at RT and stirred at this temperature for 20 min. The solution was then cooled in an ice bath and di-tert-butyl dicarbonate (1.38 g, 6.33 mmol) was added and the solution stirred warming to RT overnight. LC-MS indicated partial conversion to bis(Boc) material (M+l =363.2). The reaction mixture was treated with additional di-tert-butyl dicarbonate (1.38 g, 6.33 mmol) and of 1M LiHMDS and stirred overnight (16 h). The reaction mixture was concentrated and the crude material was treated with 0.2M HC1 (aq., 30 mL) and extracted with EtOAc (100 mL). The organic layer was washed with a saturated solution of NaHCC>3 (aq.) and brine and dried over MgS04, filtered and concentrated. The resulting crude product was purified by silica gel chromatography (20-50% EtOAc in hexanes) to afford bis(teri-butyl (5- (trifluoromethyl)pyridin-3-yl)carbamate) (729 mg, 33 % yield) as a yellow crystalline solid. MS (ESI, pos. ion) m/z: 363.0 (M+l). .H NMR (400 MHz, CDCl3) delta ppm 8.80 (1 H, s), 8.58 – 8.64 (1 H, m), 7.75 (1 H, s), 1.44 (18 H, s). 19F NMR (377 MHz, CDCl3) delta ppm -62.36 (3 F, s).

With the rapid development of chemical substances, we look forward to future research findings about 112110-07-3.

Reference:
Patent; AMGEN INC.; D’AMICO, Derin C.; HERBERICH, Bradley J.; JACKSON, Claire L.M.; PETTUS, Liping H.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan; WO2012/148775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1111637-94-5, Adding some certain compound to certain chemical reactions, such as: 1111637-94-5, name is 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H7BrN2, 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 1111637-94-5.

Step 7: 3-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridine To a solution of 5-bromo-3-methyl-lH-pyrrolo[2,3-b]pyridine (20 g, 94.8 mmol) in N,N- dimethylformamide (200 mL) was added potassium acetate (27.9 g, 284.4 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (28.8 g, 113.74 mmol). The resulting mixture was degassed with nitrogen for 5 min, l,l’-Bis(diphenylphosphino)ferrocene- palladium(II)dichloride (6.65g, 9.48mmol) was added and the mixture was degassed with nitrogen once more for 5 min. The reaction mixture was stirred overnight at 80-90 C. The reaction mixture was poured into water, extracted with (3 x 200 mL). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 9% to 50% ethyl acetate in petroleum ether) affording 3-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridine as a white solid (10.5 g, 43%): lU NMR (400MHz, DMSO-d6), delta 11.360 (s, 1H), 8.371-8.375 (d, = 1.6 Hz, 1H), 8.097-8.100 (s, = 1.2 Hz, 2H), 7.17 (s, 1H), 3.296 (s, 3 H), 1.245 (s, 12H).

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. 1111637-94-5, 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem