Category: 131747-41-6

Adding a certain compound to certain chemical reactions, such as: 131747-41-6, 2-(Trifluoromethyl)isonicotinic acid, 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, Recommanded Product: 131747-41-6, blongs to pyridine-derivatives compound. Recommanded Product: 131747-41-6

Step 1. (2-(trifluoromethyl)pyridin-4-yl)methanol To a stirred solution of 2-(trifluoromethyl)isonicotinic acid (3.9 g, 20.4 mmol) in 50 mL of THF at 0 C was added a solution of borane (45 mL of a 1.0 M solution in THF, 45 mmol) dropwise over a period of 5 min. The cooling bath was removed and the mixture was stirred at RT for 18 h. The reaction was quenched with the slow addition of water (100 mL). The mixture was extracted with two portions of EtOAc. The EtOAc extracts were combined, washed with brine, dried over MgS04, filtered, and the solvents were removed in vacuo. The crude product was chromatographed on a 40 g S1O2 column using 0-80% EtOAc:hexane over 15 min at 30 mL/min. Fractions containing product were combined and the solvents were removed in vacuo to give the title compound. LCMS m/z = 178.0 (M+H)+.

The synthetic route of 131747-41-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; WILLIAMS, Peter, D.; MCCAULEY, John, A.; BUNGARD, Christopher, J.; BENNETT, David Jonathan; WADDELL, Sherman, T.; MORRIELLO, Gregori, J.; CHANG, Lehua; DWYER, Michael, P.; HOLLOWAY, M. Katharine; CRESPO, Alejandro; CHU, Xin-Jie; WISCOUNT, Catherine; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse, J.; SCHULZ, Jurgen; KEERTIKAR, Kartik, M.; HU, Bin; ZHONG, Bin; JI, Tao; WO2015/138220; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-41-6, 2-(Trifluoromethyl)isonicotinic acid, 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, Recommanded Product: 131747-41-6, blongs to pyridine-derivatives compound. Recommanded Product: 131747-41-6

Step 1. (2-(trifluoromethyl)pyridin-4-yl)methanol To a stirred solution of 2-(trifluoromethyl)isonicotinic acid (3.9 g, 20.4 mmol) in 50 mL of THF at 0 C was added a solution of borane (45 mL of a 1.0 M solution in THF, 45 mmol) dropwise over a period of 5 min. The cooling bath was removed and the mixture was stirred at RT for 18 h. The reaction was quenched with the slow addition of water (100 mL). The mixture was extracted with two portions of EtOAc. The EtOAc extracts were combined, washed with brine, dried over MgS04, filtered, and the solvents were removed in vacuo. The crude product was chromatographed on a 40 g S1O2 column using 0-80% EtOAc:hexane over 15 min at 30 mL/min. Fractions containing product were combined and the solvents were removed in vacuo to give the title compound. LCMS m/z = 178.0 (M+H)+.

The synthetic route of 131747-41-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; WILLIAMS, Peter, D.; MCCAULEY, John, A.; BUNGARD, Christopher, J.; BENNETT, David Jonathan; WADDELL, Sherman, T.; MORRIELLO, Gregori, J.; CHANG, Lehua; DWYER, Michael, P.; HOLLOWAY, M. Katharine; CRESPO, Alejandro; CHU, Xin-Jie; WISCOUNT, Catherine; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse, J.; SCHULZ, Jurgen; KEERTIKAR, Kartik, M.; HU, Bin; ZHONG, Bin; JI, Tao; WO2015/138220; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131747-41-6, 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 131747-41-6 as follows.

To a mixture of 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1.0 equiv.) and 3-(trifluoromethyl)benzoic acid (1.1 equiv.) in DMF (0.27 M) was added HOAt (1.3 equiv.) and EDC (1.3 equiv.) After 3 h the reaction mixture was diluted with water and then extracted with EtOAc. The organic phase was washed sequentially with 1 M aqueous sodium hydroxide and brine and was then dried over sodium sulfate. The solution was concentrated and dried under vacuo to give N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2-(trifluoromethyl)pisonicotinamide in 91% yield. LCMS (m/z) (M+H)=407.1, Rt=1.13 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-41-6, its application will become more common.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131747-41-6, 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 131747-41-6 as follows.

To a mixture of 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1.0 equiv.) and 3-(trifluoromethyl)benzoic acid (1.1 equiv.) in DMF (0.27 M) was added HOAt (1.3 equiv.) and EDC (1.3 equiv.) After 3 h the reaction mixture was diluted with water and then extracted with EtOAc. The organic phase was washed sequentially with 1 M aqueous sodium hydroxide and brine and was then dried over sodium sulfate. The solution was concentrated and dried under vacuo to give N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2-(trifluoromethyl)pisonicotinamide in 91% yield. LCMS (m/z) (M+H)=407.1, Rt=1.13 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-41-6, its application will become more common.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131747-41-6, 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. 131747-41-6, name is 2-(Trifluoromethyl)isonicotinic acid. A new synthetic method of this compound is introduced below.

A solution of 616 2-(trifluoromethyl)isonicotinic acid (10.0 g, 52.4 mmol) in 20 tetrahydrofuran (150mL) was cooled to 0 C., 1 mol/L 617 borane-tetrahydrofuran solution (105 mL, 105 mmol) was addedunder a nitrogen atmosphere and the mixture was stirred at 75 C. for 2 hr. The reaction mixture was pouredinto ice water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and driedover sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated under reduced pressureand the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the618 title compound ( 5.60 g , 31.6 mmol, 60%). MS (ESI) m/z 178 (M+H)+ 1H NMR (300 MHz, CDCl3): delta 8.68 (d, J=4.8 Hz, 1H), 7.79 (s, 1H), 7.64 (d, J=4.8 Hz, 1H) . 5.62 (br-s,1H), 4.66 (s, 2H),

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131747-41-6, 2-(Trifluoromethyl)isonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; EA PHARMA CO., LTD.; KOBAYASHI, Kaori; SUZUKI, Tamotsu; KAWAHIRA, Mizuki; FUJII, Tomohiro; SUGIKI, Masayuki; OHSUMI, Koji; OKUZUMI, Tatsuya; (285 pag.)US2016/332999; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem