26-Sep-21 News Analyzing the synthesis route of 131748-14-6

With the rapid development of chemical substances, we look forward to future research findings about 131748-14-6.

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 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H3ClF3N

To a solution of N-feri-butyloxycarbonyl-protected tyramine (130 g, 550 mmol), potassium carbonate (76 g, 550 mmol), and catalytic amounts of potassium iodide in N-methyl pyrrolidone (NMP, 400 ml.) that was stirred for 10 minutes at room temperature was added 4-chloro-2- trifluoromethylpyridine (100 g, 550 mmol). The reaction mixture was then heated to 160 C for 6 h, cooled, poured into water and extracted with methyl-feri-butylether (MTBE, 3x). The combined organic layers were washed with succesivly with 3 N NaOH and water, dried over Na2S04, and reduced in vacuo. The crude residue was purified by flash silica gel column chromatography to afford a 48% (102 g, 265 mmol) yield of N-tert-butyloxycarbonyl-protected 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine. To a solution of this material in dioxane (200 ml.) was added 4 M HCI in dioxane (250 ml_). The solution was left overnight to stir at room temperature, which resulted in precipitation of 2-[4-[[2-(trifluoromethyl)-4- pyridyl]oxy]phenyl]ethanamine hydrochloride. The reaction solution was evaporated and the residue was stirred with pentane and filtered to provide 100% (37 g, 104 mmol) of the desired amine hydrochloride.

With the rapid development of chemical substances, we look forward to future research findings about 131748-14-6.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; VRETTOU-SCHULTES, Marianna; WO2013/113778; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

26-Sep-21 News Analyzing the synthesis route of 131748-14-6

With the rapid development of chemical substances, we look forward to future research findings about 131748-14-6.

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 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H3ClF3N

To a solution of N-feri-butyloxycarbonyl-protected tyramine (130 g, 550 mmol), potassium carbonate (76 g, 550 mmol), and catalytic amounts of potassium iodide in N-methyl pyrrolidone (NMP, 400 ml.) that was stirred for 10 minutes at room temperature was added 4-chloro-2- trifluoromethylpyridine (100 g, 550 mmol). The reaction mixture was then heated to 160 C for 6 h, cooled, poured into water and extracted with methyl-feri-butylether (MTBE, 3x). The combined organic layers were washed with succesivly with 3 N NaOH and water, dried over Na2S04, and reduced in vacuo. The crude residue was purified by flash silica gel column chromatography to afford a 48% (102 g, 265 mmol) yield of N-tert-butyloxycarbonyl-protected 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine. To a solution of this material in dioxane (200 ml.) was added 4 M HCI in dioxane (250 ml_). The solution was left overnight to stir at room temperature, which resulted in precipitation of 2-[4-[[2-(trifluoromethyl)-4- pyridyl]oxy]phenyl]ethanamine hydrochloride. The reaction solution was evaporated and the residue was stirred with pentane and filtered to provide 100% (37 g, 104 mmol) of the desired amine hydrochloride.

With the rapid development of chemical substances, we look forward to future research findings about 131748-14-6.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; VRETTOU-SCHULTES, Marianna; WO2013/113778; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

8 Sep 2021 News New learning discoveries about 131748-14-6

According to the analysis of related databases, 131748-14-6, the application of this compound in the production field has become more and more popular.

Electric Literature of 131748-14-6, Adding some certain compound to certain chemical reactions, such as: 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine,molecular formula is C6H3ClF3N, 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 131748-14-6.

NaH (60% dispersion in mineral oil, 46 mg, .1.19 mmol) was added portionwise to a stirred solution of l-Boc-4-hydroxypiperidine (CAS: 109384-19-2; 200 mg, 0.99 mmol) in DMF (3 mL) in a sealed tube and under N2 at 0 C. The reaction mixture was stirred at 0 C for 30 min and a solution of 4-chloro-2-(trifluoromethyl)pyridine (CAS: 131748- 14-6; 271 mg, 1.49 mmol) in DMF (2 mL) was added dropwise at 0 C. The reaction mixture was stirred at 60 C for 48 h. The mixture was concentrated in vacuo. The residue was diluted with water and extracted with EtOAc. The organic layer was dried (Na2S04), filtered and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica, EtOAc in DCM, gradient from 0:100 to 50:50). The desired fractions were collected and concentrated in vacuo to afford intermediate 104 (212 mg, 62%) as colorless oil which solidified to a white solid upon standing

According to the analysis of related databases, 131748-14-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana Isabel; DELGADO-JIMENEZ, Francisca; CONDE-CEIDE, Susana; VEGA RAMIRO, Juan, Antonio; (245 pag.)WO2019/243530; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 131748-14-6

According to the analysis of related databases, 131748-14-6, the application of this compound in the production field has become more and more popular.

Synthetic Route of 131748-14-6, Adding some certain compound to certain chemical reactions, such as: 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine,molecular formula is C6H3ClF3N, 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 131748-14-6.

Example 2: Preparation of 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine hydrochloride To a solution of N-feri-butyloxycarbonyl-protected tyramine (130 g, 550 mmol), potassium carbonate (76 g, 550 mmol), and catalytic amounts of potassium iodide in N-methyl-2- pyrrolidone (NMP, 400 ml.) that was stirred for 10 minutes at room temperature was added 4- chloro-2-trifluoromethylpyridine (100 g, 550 mmol). The reaction mixture was then heated to 160C for 6 h, cooled, poured into water and extracted with methyl-feri-butylether (MTBE, 3x). The combined organic layers were washed with succesivly with 3 N NaOH and water, dried over Na2S04, and reduced in vacuo. The crude residue was purified by flash silica gel column chromatography to afford a 48% (102 g, 265 mmol) yield of N-tert-butyloxycarbonyl-protected 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine. To a solution of this material in dioxane (200 ml.) was added 4 M HCI in dioxane (250 ml_). The solution was left overnight to stir at room temperature, which resulted in precipitation of 2-[4-[[2-(trifluoromethyl)-4- pyridyl]oxy]phenyl]ethanamine hydrochloride. The reaction solution was evaporated and the residue was stirred with pentane and filtered to provide 100% (37 g, 104 mmol) of the desired amine hydrochloride.

According to the analysis of related databases, 131748-14-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113787; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem