Day: March 11, 2022

Related Products of 128071-79-4, 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.128071-79-4, name is 4-Bromo-2-fluoro-3-methylpyridine, molecular formula is C6H5BrFN, molecular weight is 190.013, as common compound, the synthetic route is as follows.

A mixture of 4-bromo-2-fluoro-3-picoline (1.90 g, 10 mmol, 1.0 eq), pyrazole (1.36 g, 20 mmol, 2.0 eq) and potassium carbonate (2.80 g, 20 mmol, 2.0 eq) in DMSO (20 mL, 0.5 M) was stirred at 70 C. After 16 h, the reaction mixture was added to brine and extracted with EtOAc (3x). The combined extracts were washed with brine, dried (MgS04), filtered and concentrated. The crude material was purified using chromatography on silica gel (0-50% EtO Ac/hexanes) to provide the title compound as a white crystalline solid (2.23 g, 94%). NMR (400 MHz, CDCl3) d 8.12 (d, J= 5.1 Hz, 1H), 8.09 (d, J= 2.2 Hz, 1H), 7.75 (d, J= 1.3 Hz, 1H), 7.51 (d, j= 5.2 Hz, 1H), 6.45 (dd, j= 2.3, 1.9 Hz, 1H), 2.56 (s, 3H). ES-MS [M+H]+ = 238.3.

The chemical industry reduces the impact on the environment during synthesis 128071-79-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P. Jeffrey; ENGERS, Darren W.; ENGERS, Julie L.; BENDER, Aaron M.; LONG, Madeline; (120 pag.)WO2019/241467; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 64951-08-2, 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 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Imidazo[l,2-a]pyridine-2-carboxylic acid (500 mg, 3.1 mmol) was dissolved in ethanol (20 ml) and platinium oxide (100 mg) was added, and the mixture hydrogenated at 4 bar overnight. The mixture was filtered, and the filtrate evaporated to dryness to afford the sub-title compound (500 mg, 97%). 1H NMR (400 MHz, DMSO-J6) delta 7.63 (s, IH), 3.96 (t, 2H), 2.70 (t, 2H), 1.85 (m, 4H).

According to the analysis of related databases, 64951-08-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/108750; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1346148-32-0, name is Methyl 5-fluoro-3-methylpicolinate, molecular formula is C8H8FNO2, molecular weight is 169.153, as common compound, the synthetic route is as follows.Recommanded Product: Methyl 5-fluoro-3-methylpicolinate

b) 5-Fluoro-3-methyl-pyridine-2-carboxylic acid To a solution of 5-fluoro-3-methyl-pyridine-2-carboxylic acid methyl ester (1.28 g) in MeOH (6 ml) was added at 22 C. a solution of lithium hydroxide mono hydrate (636 mg) in water (3 ml) and stiring was continued for 16 h. The mixture was diluted with water, the MeOH was evaporated at reduced pressure and the pH was adjusted to 1 using 1 N aqueous HCl. The aqueous layer was extracted with AcOEt, the organic layer was dried, evaporated and the residue was crystallized from AcOEt/n-heptane to give the title compound (1.02 g) as a pale yellow solid. MS: m/z=153.7 [M-H]-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1346148-32-0, Methyl 5-fluoro-3-methylpicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Humm, Roland; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Power, Eoin; Rogers-Evans, Mark; Rombach, Didier; Woltering, Thomas; Wostl, Wolfgang; US2011/312937; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, 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, Quality Control of 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, blongs to pyridine-derivatives compound. Quality Control of 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde

Intermediate 1-10 (134.73 mg, 0.39 mmol) was dissolved in DCM (6 mL)4-Aldehyde-1-methylpyridine-2(1H)-one (64.2 mg, 0.468 mmol) and NaBH(OAc)3 (206.6 mg, 0.975 mmol),Stir at room temperatureThe reaction is complete,Add saturated aqueous sodium bicarbonate (5 mL),Extracted with DCM (3 x 10 mL),Combine the organic phase,Wash with water (2 × 5mL),Dry over anhydrous sodium sulfate,Filtered, concentrated,The crude product was purified by preparative HPLC to give a white solid(10.0 mg, yield: 5.5%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Wang Lin; Yang Xiaoju; Tian Yuwei; (46 pag.)CN108341819; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.94170-15-7, name is 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.Application In Synthesis of 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde

7-(1,1-dioxotetrahydro-2H-thiopyran-4-yl)-2-((3S,4S)-4-isobutylpyrrolidin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (81.64 mg) was dissolved in DCM (4 mL).4-Aldehyde-1-methylpyridine-2(1H)-one (34.23 mg, 0.25 mmol) and sodium triacetoxyborohydride (110.2 mg, 0.52 mmol),Stir at room temperature overnight.TLC monitors the reaction completely,Add saturated aqueous sodium bicarbonate (5 mL),Extracted with DCM (3 x 10 mL),Organic phase merger,Washed (2 × 5mL),Dry over anhydrous sodium sulfate,filter,concentrate,The crude product was separated by preparative thin layer chromatography (DCM:MeOH = 10:1)A white solid 7-(1,1-dioxotetrahydro-2H-thiopyran-4-yl)-2-((3S,4S)-4-isobutyl-1-((1-methyl-) 2-oxo-1,2-dihydropyridin-4-yl)methyl)pyrrolidin-3-yl)pyrrolo[2,1-f][1,2,4]triazine-4(3H)-ketone(4.0 mg, yield: 3.7%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Wang Lin; Yang Xiaoju; Tian Yuwei; (46 pag.)CN108341819; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1033610-45-5, 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. 1033610-45-5, name is 4-Bromo-3,5-dimethoxypyridine. A new synthetic method of this compound is introduced below.

To an ice-cooled suspension of sodium hydride (60% dispersion in mineral oil, 650 mg, 16.3 mmol) in dry DMF (10 ml) was added 4-methoxybenzyl alcohol (2.24 g, 16.3 mmol) drop-wise via syringe. Vigorous evolution of hydrogen was observed and the reaction was allowed to warm to room temperature and stirred for 15 minutes. 4-Bromo-3,5-dimethoxypyridine (1.17 g, 5.41 mmol) was added and the reaction heated to 900C overnight. After cooling, only trace starting material could be detected by TLC analysis and the reaction was quenched with water and extracted with EtOAc. The organic layer was washed with water 3 times then brine, dried over MgSO4 and concentrated onto silica-gel under reduced pressure. The solid residue was purified by flash chromatography (silica-gel, eluted sequentially with EtOAc : hexanes, 2:1, 1:0) to give the product as a tan solid (865 mg, 58%). 1H-NMR (300 MHz, CDCl3) delta 7.96 (s, 2H), 7.33 (d, J= 8.5 Hz, 2H), 6.84 (d, J= 8.5 Hz, 2H), 5.11 (s, 2H), 3.89 (s, 6H), 3.78 (s, 3H). MS (ES+) m/z 276.1 (M + H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1033610-45-5, 4-Bromo-3,5-dimethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; BIONOMICS LIMITED; WO2008/70908; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 139585-48-1, 2-Chloro-5-methoxypyridine, 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, SDS of cas: 139585-48-1, blongs to pyridine-derivatives compound. SDS of cas: 139585-48-1

To a mixture of 2-chloro-5-methoxy-pyridine (6.0 g, 42 mmol) in THF (50 mL) was added lithium diisopropylamide (2.0 M in THF, 42 mL, 83.6 mmol) dropwise at -78 C. The reaction mixture was stirred at -78 C for 1 hour. A.A-di methyl formamide (5.0 mL, 83.6 mmol) was added to the reaction mixture at -78 C, and the mixture was stirred for 1 hour. Saturated NH4Cl solution (100 mL) was added to the reaction mixture. The solution was extracted with EtOAc (200 mL c 2). The combined organic layers were dried over anhydrous Na^SCL and concentrated. The residue was purified by column chromatography on silica gel (0- 25 % EtOAc in petroleum ether) to afford the title compound (5.5 g, 77 %) as a white solid. ‘H NMR (400 MHz, CDCl3) d 10.41 (s, 1H), 8.27 (s, 1H), 7.59 (s, 1H), 4.03 (s, 3H).

The synthetic route of 139585-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1083197-78-7, 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. 1083197-78-7, name is 4-(Trifluoromethyl)nicotinaldehyde. A new synthetic method of this compound is introduced below.

4-(trifluoromethyl)nicotinaldehyde was added to a solution of l,2-diamino-4,5- difluoropyridinium 2,4,6-trimethylbenzenesulfonate (47-4; 0.2 g, 0.000579 mol) in ethanol (20 mL) while stirring, followed by the addition of l,8-diazabicyclo[5.4.0]undec- 7-ene. The reaction mixture was stirred for 12 h at RT. It was then concentrated under vacuum, diluted with water (50 mL) and extracted with ethyl acetate (2 x 50 mL). The collected organic parts were concentrated under vacuum to afford the crude product, which was purified by silica gel column chromatography to afford the title compounds. 1H NMR (400 MHz, DMSO) delta 8.20 (s, 1 H), 9.09-9.06 (m, 1 H), 9.03-9.02 (d, J = 4 Hz, 1 H), 7.99-7.77 (d, J = 8 Hz, 1 H), 7.61-7.55 (m, 1 H). HPLC purity- 99.13%, MS (M+1): 301.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1083197-78-7, its application will become more common.

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

Electric Literature of 89510-90-7 , The common heterocyclic compound, 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine, molecular formula is C5H4ClFN2, 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 2-chloro-5-fluoropyridin-4-amine (900mg, 6.41 mmol, 1 eq) in Morpholine (9ml_) was irradiated under microwave at 180C for 90min in 30ml_ vial. TLC analysis indicated formation of polar spot. Then, the reaction mixture was cooled to RT and poured on ice-waterto give a off white precipitate; which was purified by column chromatography (Silica gel 100-200mesh) using 40% EtOAc in petroleum ether as an eluent to give 5-fluoro-2- morpholinopyridin-4-amine (720mg, 57.14% yield) as an off-white solid. LC- MS: m/z 198.0 (M+ H).

The synthetic route of 89510-90-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1070892-04-4, 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 1070892-04-4, name is 5-Bromo-2-(trifluoromethyl)isonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-[5-Chloro-2-(4,4-dimethyl-3,4-dihydro-2H-quinoline-1- sulfonyl)-4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenoxy]-butan-1 -ol (270.0 mg, 0.49 mmol), S-bromo^-trifluoromethyl-isonicotinonitrile (112 mg, 0.45 mmol), Pd(Ph3P)4 (57 mg, 0.05 mmol) and Na2CO3 (286 mg, 2.7 mmol) in dioxane (4 ml_) and water (0.4 ml_) was degassed with N2 for 5 min. The reaction vessel was sealed and then heated at 100 0C for 16 hrs. The mixture was then partitioned between ethyl acetate (20 mL) and water (10 ml_). The organic layer was washed with brine (2 x 10 ml_), dried over MgSO4, filtered and concentrated to give a material which was purified by TLC plates eluting with 30% acetone in hexanes to give 5-[2-chloro-5-(4,4-dimethyl- 3,4-dihydro-2H-quinoline-1-sulfonyl)-4-(4-hydroxy-butoxy)-phenyl]-2-trifluoromethyl- isonicotinonitrile 11-1 as a white solid (95 mg). MS: 594.2 (M+H)+; tR = 2.94 min (method 1).

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 1070892-04-4, 5-Bromo-2-(trifluoromethyl)isonicotinonitrile.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124614; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem