Category: 72587-15-6

Related Products of 72587-15-6, 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. 72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3N2O2, 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.

Production Example 43(1) A mixture of 2-chloro-3-nitro-5- trifluoromethylpyridine (2.60 g), 2 , 2 , 2-trifluoroethylamine (0.79 g) , N, N-diisopropylethylamine (1.04 g) and N-methyl- 2-pyrrolidone (5 ml) was stirred at room temperature for 10 hours. To the reaction mixture was poured aqueous 10% citric acid solution, and then the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure to give ( 3-nitro-5-trifluoromethylpyridin- 2-yl) – (2, 2, 2-trifluoroethyl) amine (1.83 g) . ( 3-nit o-5-trifluoromethylpyridin-2-yl ) – ( 2 , 2 , 2- trifluoroeth l ) amine 1H-N R (CDCI3) delta: 8.72 (lH,d), 8.68 (lH,d), 8.59 (lH,brs), 4.54- .41 (2H,m) .

According to the analysis of related databases, 72587-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; TAKAHASHI, Masaki; TANABE, Takamasa; ITO, Mai; NOKURA, Yoshihiko; IWATA, Atsushi; WO2013/18928; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72587-15-6 , The common heterocyclic compound, 72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3N2O2, 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.

Step A. Alternative preparation of N-cyclobutyl-3-nitro-5-(trifluoromethyl)pyridin-2-amine To a mixture of 2-chloro-3-nitro-5-(trifluoromethyl)pyridine (1.00 g, 4.41 mmol) and NaHCO3 (1.12 g, 13.2 mmol) in EtOH (10 mL) was added cyclobutylamine (0.94 g, 13.2 mmol) drop-wise over 10 minutes. The mixture was stirred for 30 min, absorbed onto silica and purified on a 40 g ISCO gold silica gel column, eluting with a hexanes (100%) to hexanes (95%)/EtOAc (5%) gradient, to provide the desired compound (1.05 g, 91%) as a bright yellow solid.

The synthetic route of 72587-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNOPP BIOSCIENCES LLC; Resnick, Lynn; Topalov, George T.; Boyd, Steven A.; Belardi, Justin K.; Flentge, Charles A.; Hale, James S.; Harried, Scott S.; Mareska, David A.; Zhang, Kai; Heap, Charles R.; Hadden, Mark; Cui, Wenge; Decornez, Helene; Liu, Shuang; (146 pag.)US2016/31875; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72587-15-6, 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 72587-15-6 as follows.

A microwave reaction vial was charged with 2-chloro-3-nitro-5- (trifluoromethyl)pyridine (2 g, 8.83 mmol), NMP (4.41 ml) and CuCN (0.830 g, 9.27 mmol). The vial was sealed and the mixture was irradiated in the MW at 175 C for 15 min. Upon cooling to RT, the reaction mixture was poured onto ice and EtOAc was added. The mixture was filtered through Celite, washing with EtOAc and a small amount of MeOH. The layers of the filtrate were separated, and the aqueous portion was extracted again with EtOAc. The combined organic portions were dried with sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography, using a gradient of 0-30% EtOAc in heptane to provide 3-nitro-5- (trifluoromethyl)picolinonitrile (645 mg, 2.97 mmol, 33.7 % yield) as a yellow oil that solidified upon standing. LC/MS (ESI) m/z = 218.1 (M+H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72587-15-6, its application will become more common.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72587-15-6, Adding some certain compound to certain chemical reactions, such as: 72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine,molecular formula is C6H2ClF3N2O2, 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 72587-15-6.

A microwave reaction vial was charged with 2-chloro-3-nitro-5-(trifluoromethyl)pyridine (2 g, 8.83 mmol), NMP (4.41 ml) and CuCN (0.830 g, 9.27 mmol). The vial was sealed and the mixture was irradiated in the MW at 175 C. for 15 min. Upon cooling to RT, the reaction mixture was poured onto ice and EtOAc was added. The mixture was filtered through Celite, washing with EtOAc and a small amount of MeOH. The layers of the filtrate were separated, and the aqueous portion was extracted again with EtOAc. The combined organic portions were dried with sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography, using a gradient of 0-30% EtOAc in heptane to provide 3-nitro-5-(trifluoromethyl)picolinonitrile (645 mg, 2.97 mmol, 33.7% yield) as a yellow oil that solidified upon standing. LC/MS (ESI) m/z=218.1 (M+H)

According to the analysis of related databases, 72587-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72587-15-6, 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.72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3N2O2, molecular weight is 226.54, as common compound, the synthetic route is as follows.

Example 182-Chloro-3-amino-5-(trifluoromethyl)pyridine:Zink(ll)-chloride-dihydrate (4.39 g, 19.5 mmol) is added to a solution of 2-chloro- 3- nitro-5-(trifluoromethyl)pyridine (1.00 g, 4.41 mmol) in a ethyl acetate (25 ml), and the resultant suspension is stirred for 2 h at 80 C. After cooling to room temperature, the reaction mixture is slowly added dropwise into an ice cooled saturated sodium hydrogen carbonate solution (100 ml). After warming to room temperature, the resultant suspension is filtered via a celite layer, and the residue is washed four times with ethyl acetate (50 ml each). The filtrate and the washing solution are combined and subsequently washed with a saturated sodium hydrogen carbonate solution, water and a saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulfate, filtered and conenctrated to dryness. Yield: 0.78 g (90 %).1H-NMR (CD2CI2, 400 MHZ: delta = 4.4. (br s, 2H), 7.24 (d, 1 H), 8.02 (d, 1 H).

The chemical industry reduces the impact on the environment during synthesis 72587-15-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASF SE; BASF (CHINA) COMPANY LIMITED; METZ, Stefan; FUCHS, Evelyn; DORMANN, Korinna; MOLT, Oliver; LENNARTZ, Christian; WAGENBLAST, Gerhard; GEssNER, Thomas; SCHILDKNECHT, Christian; WATANABE, Soichi; WO2012/172482; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72587-15-6, 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 72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Production Method of 2-Methyl-1-phenylpropan-2-yl 3-(3-ethylthio-5-trifluoromethylpyridin-2-yl)-2-(3-nitro-5-trifluoromethylpyridin-2-yl)-3-oxo-propionate Sodium hydride (240 mg, 3 Eq) was dissolved in DMA (dimethylacetamide) (2 mL). Under ice cooling, a DMA solution (2 mL) of 2-methyl-1-phenylpropan-2-yl 3-(3-ethylthio-5-trifluoromethylpyridin-2-yl)-3-oxo-propionate (895 mg, 2 mmol) was slowly added to the solution, and the mixture was stirred for 30 minutes. After that, a DMA solution (2 mL) of 2-chloro-3-nitro-5-trifluoromethylpyridine (454 mg, 1 Eq) was slowly added, and the mixture was stirred at room temperature for 4.5 hours. Water and 3 N hydrochloric acid were added to the reaction mixture, and ethyl acetate extraction was performed. The organic layer was concentrated and the residue was subjected to column chromatography to give the desired compound, i.e., 2-methyl-1-phenylpropan-2-yl 3-(3-ethylthio-5-trifluoromethylpyridin-2-yl)-2-(3-nitro-5-trifluoromethylpyridin-2-yl)-3-oxo-propionate (653 mg, containing about 20% nitropyridine (starting material)).

According to the analysis of related databases, 72587-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nihon Nohyaku Co., Ltd.; Yonemura, Ikki; Sano, Yusuke; Suwa, Akiyuki; Fujie, Shunpei; US2018/352811; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72587-15-6, 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, 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, name: 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. name: 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine

Compound WXOO2-1 (295.68 mg, 662.13 tmol) and compound WXOO1-2 (354.9 mg, 1.30 nmol) weredissolved in acetonitrile (3.00 mE) at room temperature,followed by the addition of potassium carbonate (183.03mg, 1.32 mmol). The reaction mixture was heated at roomtemperature and stirred for 2 hours. After the reaction, themixture was diluted with water (10 mE) and extracted withethyl acetate (5 mEx2). The organic phases were combinedand dried over anhydrous sodium sulfate, followed byfiltration. The filtrate was concentrated under reduced pressure to remove the solvent. The obtained residue wasisolated by column chromatography (eluent: petroleumether/ethyl acetate=1 0/1-2/1, volume ratio) to obtain thetarget product WXOO2-2. MS-ESI mlz: 464.0 [M+H].

The synthetic route of 72587-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIJIAZHUANG SAGACITY NEW DRUG DEVELOPMENT CO., LTD.; LUO, Yunfu; YANG, Chundao; LEI, Maoyi; LIU, LING; HU, Guoping; LI, Jian; CHEN, Shuhui; US2019/177318; (2019); 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.72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3N2O2, molecular weight is 226.54, as common compound, the synthetic route is as follows.COA of Formula: C6H2ClF3N2O2

2-Chloro-3-nitro-5-trifluoromethylpyridine (4.25 g, 18.8 mmol) was cooled to00C and diluted with ethyl 4-bromozincbutanoate (45 ml, 22.5 mmol, 0.5M in THF) under an atmosphere of nitrogen. PEPPSI-IPr (637 mg, 0.94 mmol) was added and the reaction was stirred at room temperature for 20 hours. The reaction was concentrated by evaporation and the dark residue was diluted with NH4Cl (20 ml, sat aq) and water (40 ml). Resulting suspension was extracted with EtOAC (4*25 ml) and combined organics were dried over MgSO4 and evaporated. The product was purified by flash chromatography using Pet. Ether/EtOAc (2/1) as eluent to give 850 mg (15 %) of ethyl 4-(3-nitro-5-(trifluoromethyl)pyridin-2-yl)butanoate as a brown oily mass.1H NMR (CDCl3): delta 9.01 (s, IH), 8.46 (s, IH), 4.13 (m, 3H), 3.22 (t, 2H, J= 7 Hz), 2.42 (t, 2H, J= 7Hz), 2.17 (m, 2H), 1.22 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-15-6, 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Respiratorius AB; WO2009/7418; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem