Category: 175205-81-9

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 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H3BrF3N

A 5mL microwave vial flushed with Argon was charged with 2-bromo-4-(trifluoromethyl)pyridine (0.0923 mL, 0.724 mmol), 5-cyclopropyl-2-[3-ethylsulfonyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl )-2-pyridyl]-3-m ethyl-6-(trifluoromethyl)im idazo[4 , 5-c]pyrid in-4-one (Step A, 0.2 g), tetrakis(triphenylphosphine) palladium(0) (0.042 g, 0.036 mmol), potassium phosphate tribasic (0.48 g, 2.17 mmol), toluene (2.9 mL) and water (2.9 mL). The mixture was then heated 30 at 110°C under microwave. The reaction mixture was diluted with water and ethyl acetate then, after separation of the phases, the aqueous phase was extracted two time with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated under vacuum. The residue was subjected to columnchromatography over silica gel, eluting with ethyl acetate cyclohexane. The selected fractions were evaporated to yield the title compound as a white solid (0.11 g). 1H NMR (400 MHz, CDCI3) oe ppm 1.08 (m, 2H), 1.30 (m, 2H), 1.40 (t, 3 H), 3.11 (m, 1 H), 3.85(q, 2 H), 4.09 (s, 3 H), 7.20 (s, 1 H), 7.65 (d, 1 H), 8.11 (s, 1 H), 9.00 (d, 1 H), 9.11 (s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 175205-81-9.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; MUEHLEBACH, Michel; HALL, Roger, Graham; (106 pag.)WO2017/89190; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 175205-81-9 , The common heterocyclic compound, 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, 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.

2-Bromo-4-(trifl”uoromethyl)pyridine (171 mu, 1.382 mmol) in dry tetrahydrofuran (1 mL) was added to butyllithiuni (2.5 M in Hexanes) (885 mu, 1 .416 mmol) in dry tetrahydrofuran (2 mL) at -78 °C. The reaction mixture was stirred at -78 °C for 45 minutes, then a solution of (R)-methyl 6-(( I -ethyl- 1 H-pyrazol~4~yl)sulfonyl)- 1 -(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro- 1 H-pyrazolo[3,4-g]isoquinoline-4a-carboxylate ( 220 mg, 0.453 mmol) in dry tetrahydrofuran (2 mL) was added dropwise and the reaction mixture stirred for 1 hour at -78 °C. Water ( 10 mL) was added and the reaction mixture was stirred at room temperature for 10 minutes. The aqueous phase was extracted with ethyl acetate (2 x 15 mL), and the combined organic layers were washed with brine (20 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to give an orange oil. The crude product was purified by chromatography on silica gel (gradient: 0- 80percent ethyl acetate in isohexane) and preparative HPLC (Waters, Acidic (0.1percent Formic acid), Waters X-Select Prep-C18, 5 muetaiota, 19×50 mm column, 35-70percent acetonitrile in water) to afford (R)-(6-(( 1 -ethyl- 1 H-pyrazol-4-yl)sulfonyl)- 1 -(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro- 1 H- pyrazolo 3,4-g]isoquinolin-4a-yr)(4-(tofluoromemyl)pyridin-2-yl)methanone (23 mg) as a white solid. LCMS (Method F, ES-API): RT 3.00 min, m FontWeight=”Bold” FontSize=”10″ I = 601 .2; 1 1 1 NMR (400 MHz, CDC13): delta 8.88-8.87 Omicron Pi. m), 8.15 (1H, m), 7.71-7.69 (2H, m), 7.67 (IH, d. j = 0.6 Hz), 7.47-7.42 (2H, m), 7.30 (IH, s), 7.20-7.14 (2H, m), 6.51 (1H, d, J = 2.0 Hz), 5.44 (IH, dd, J = 12.0, 2.0 Hz), 4.22- 4.16 (3H, m), 3.80-3.76 (IH, m), 2.94 (IH, d, J = 16.9 Hz), 2.88-2.79 (IH, m), 2.67 (IH, d, J = 12.3 Hz), 2.52-2.40 (2H, m), 1.51 (3H, t, j = 7.3 Hz).

The synthetic route of 175205-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CORCEPT THERAPEUTICS, INC.; HUNT, Hazel; JOHNSON, Tony; RAY, Nicholas; WALTERS, Iain; WO2013/177559; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175205-81-9, 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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

ter/-butyl (4-methoxybenzyl)(4-(4-(trifluoromethyl)pyridin-2-yl)thiazol-2-yl)carbamate was prepared from /er/-butyl (4-methoxybenzyl)(4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl)thiazol-2-yl)carbamate (0.558 g, 1.25 mmol), 2-bromo-4-(trifluoromethyl)pyridine (0.310 g, 1.37 mmol), K3PO4 (0.796 g, 3.75 mmol), Pd(dppf)Cl2 (0.91 g, 0.125 mmol) and DME/H2O (12 and 3 mF respectively); the reaction time was 3 h at 80 C. The product, purified by column chromatography (hexane:EtOAc; 1 :0 to 9: 1), was obtained as a colorless wax (0.350 g, 60 %). (0189) NMR (500 MHz, CDCl3) (ppm) 8.74 (d, J = 5.04 Hz, 1H), 8.25 (d, J = 1.57 Hz, 1H), 7.81 (s, 1H), (0190) 7.42 – 7.36 (m, 3H), 6.87 – 6.82 (m, 2H), 5.34 (s, 2H), 3.78 (s, 3H), 1.57 (s, 9H); (0191) 13C NMR (126 MHz, CDCl3) (ppm) 161.7, 159.1, 154.4, 150.3, 148.3, 139.2, 130.1, 129.6, 124.2 (q, ^C-F = 272.6 Hz), 122.1, 117.7 (d, 7 = 3.64 Hz), 116.6, 114.3, 113.9, 83.9, 55.4, 50.1, 28.4; (0192) 19F NMR (471 MHz, CDCl3) (ppm) -64.96; (0193) HRMS calcd for C22H23F3N3O3S [M+H]+ 466.1407, found 466.1409.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175205-81-9, its application will become more common.

Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; VSIANSKY, Vit; NIKULENKOV, Fedor; KREJCI, Lumir; (133 pag.)WO2019/201867; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175205-81-9 ,Some common heterocyclic compound, 175205-81-9, molecular formula is C6H3BrF3N, 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.

General procedure: a. Palladium(0)-catalyzed reactions. A Schlenk flask was charged with Pd(dba)2 (1-8 mol %, 2.9-23 mg), phosphine ligand (1.25-9 mol %), and bromopyridine2-8 (0.5 mmol), and 5 mL of dioxane, amine 1 or 21 (0.625 mmol), and sodium tert-butoxide(0.75 mmol, 72 mg) were added. The mixture was refluxed for 12 h with stirring and cooled to room temperature, the organic phase was separated, the precipitate was washed with methylene chloride (5 mL),and the organic phase was combined with the washings and evaporated under reduced pressure. The residue was dissolved in methylene chloride (5 mL), and the solution was washed with water (3 × 5 mL), dried over 4A molecular sieves, and thoroughly evaporated under reduced pressure (1 mm). b. A Schlenk flask was charged with copper(I)iodide (10 or 20 mol %, 9.5 or 19 mg), 2-isobutyrylcyclohexanone(20 or 40 mol %, 17 or 34 mg), and bromopyridine 2-8 (0.5 mmol), and 1 mL of DMF,amine 1 or 21 (0.5 mmol), and cesium carbonate(0.75 mmol, 250 mg) were added. The mixture was heated for 24 h at 140C with stirring and cooled to room temperature, the organic phase was separated,and the residue was washed with methylene chloride(5 mL). The organic phase was combined with the washings and evaporated under reduced pressure, the residue was dissolved in methylene chloride (5 mL),and the solution was washed with water (3 × 5 mL),dried over 4A molecular sieves, and thoroughly evaporated under reduced pressure (1 mm). The spectral parameters of compounds 9, 16 [21], 22, and 29 [26]were consistent with published data

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175205-81-9, its application will become more common.

Reference:
Article; Lyakhovich; Murashkina; Averin; Abel; Maloshitskaya; Savelyev; Orlinson; Beletskaya; Russian Journal of Organic Chemistry; vol. 55; 6; (2019); p. 737 – 747; Zh. Org. Khim.; vol. 55; 6; (2019); p. 829 – 840,12;,
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 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Bromo-4-(trifluoromethyl)pyridine

General procedure: To a solution of 4-amino-l-((tr<3i)-3-(benzyloxy)cyclobutyl)-lH-pyrazolo[3,4- d]pyrimidin-3-ol (3) (200 mg, 642 mumol,, 1 eq) in DMSO (10 mL) was added 2-bromo-4- (trifluoromethyl)pyridine (IB) (233 mg, 1.28 mmol, 2 eq) and IGCO3 (178 mg, 1.28 mmol, 2 eq) and the mixture was stirred at 125°C for about 3 h. The mixture was filtered and the filtrate was purified by prep-HPLC (TFA condition) to give l -((trans)-3- (benzyloxy)cyclobutyl)-3-((4-(trifluoromethyl)pyridin-2-yl)oxy)-l H-pyrazolo[3,4- d]pyrimidin-4-amlne (4) (150 mg, 263 mumol, 40.9percent yield) as a white solid. With the rapid development of chemical substances, we look forward to future research findings about 175205-81-9. Reference:
Patent; VYERA PHARMACEUTICALS, LLC; WASHINGTON UNIVERSITY; HOPPER, Allen, T.; SIBLEY, L., David; JANETKA, James, W.; HELANDER, Jon; (149 pag.)WO2019/36001; (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.175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, molecular weight is 225.99, as common compound, the synthetic route is as follows.Quality Control of 2-Bromo-4-(trifluoromethyl)pyridine

A mixture of 2-bromo-4-(trifluoromethyl)pyridine (1.04 g, 4.58 mmol), dithieno[3,2-b:2′,3′-d] thiophene-2-boronic acid (1.00 g, 4.16 mmol), Pd(PPh3)4 (0.19 g, 0.167 mmol,4molpercent), anhydrous sodium carbonate (1.73 g, 12.5 mmol), aliquat 336 (0.67 g, 1.67 mmol),tetrahydrofuran (80 mL), and water (50 mL) was headed under a nitrogen atmosphere at80?C for 24 h. This reaction is the Suzuki coupling reaction. After, the organic mixturesolids were collected by a glass filter (G4), the reaction mixture was washed with hexane,water, and methanol several times and dried in a vacuum. Yield: 53.6percent (0.766 g); 1HNMR(CDCl3, 500 MHz): deltaH(ppm) 8.47(s, 1H), 8.12(s, 1H), 7.51(s, 1H), 7.25(s, 1H), 7.25(s,1H), 6.96(s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,175205-81-9, 2-Bromo-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Article; Park, Sang-Yong; Lee, Sang-Wook; Shin, Dong-Myung; Molecular Crystals and Liquid Crystals; vol. 620; 1; (2015); p. 132 – 138;,
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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To the solution containing the boronic ester intermediate 2-(2-chlorophenyl)-N-[3- {[(dimethylamino)methylidene]sulfamoyl}-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]acetamide (300 mg, 594 pmol), 2-bromo-4-(trifluoromethyl)pyridine (296 mg, 1.31 mmol) and potassium fluoride (76.0 mg, 1.31 mmol) were added under argon atmosphere. The solution was purged with argon for 5 minutes and bis(tri-tert25 butylphosphine)palladium(0) (CAS 53199-31-8) (16.7 mg, 32.7 pmol) was added. Thesolution was purged again with argon and the reaction was heated at 80°C for 3h. Afterwards the mixture was filtered over Celite, the solvent was removed under reduced pressure and the crude was purified by chromatography on silica gel (Biotage, hexane I ethyl acetate) to yield 150 mg (44percent yield).LC-MS (Method B): R1 = 1.17 mm; MS (ESIpos): m/z = 525 [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, 175205-81-9, 2-Bromo-4-(trifluoromethyl)pyridine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 175205-81-9

Step B: 2-[3-ethylsulfonyl-5-[4-(trifluoromethyl)-2-pyridyll-2-pyridyll-3,5-dimethyl-6- (trifluoromethyl)imidazo[4,5-clpyridin-4-one (compound A42): A 5mL microwave vial flushed with Argon was charged with 2-bromo-4-(trifluoromethyl)pyridine (0.2656 g, 1.140 mmol), 2-[3-ethylsulfonyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2-pyridyl]- 3,5-dimethyl-6-(trifluoromethyl)imidazo[4,5-c]pyridin-4-one (Step A, 0.3 g, 0.57 mmol), tetrakis (triphenylphosphine) palladium(O) (0.066 g, 0.057 mmol), potassium phosphate tribasic (0.7484 g, 3.420 mmol), toluene (2 mL) and water (2 mL). The mixture was then heated 15′ at 1 10¡ãC under microwave. The reaction mixture was diluted with water and ethyl acetate then, after separation of the phases, the aqueous phase was extracted two time with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated under vacuum. The residue was subjected to column chromatography over silica gel, eluting with ethyl acetate / cyclohexane. The selected fractions were evaporated to yield the title compound as a white solid (90 mg). H NMR (400 MHz, CDCI3) delta ppm 1.41 (t, 3 H), 3.75 (s, 3 H), 3.85 (q, 2 H), 4.13 (s, 3 H), 7.25 (s, 1 H), 7.67 (d, 1 H), 8.12 (s, 1 H), 9.02 (d, 1 H), 9.12 (s, 1 H), 9.65 (s, 1 H).

The synthetic route of 175205-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre Joseph Marcel; EDMUNDS, Andrew; JEANGUENAT, Andre; MUEHLEBACH, Michel; STOLLER, Andre; EMERY, Daniel; HALL, Roger Graham; (126 pag.)WO2016/23954; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175205-81-9, Adding some certain compound to certain chemical reactions, such as: 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine,molecular formula is C6H3BrF3N, 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 175205-81-9.

General procedure: Aryl or heteroaryl bromide (4 mmol) was charged in oven dried Radley’s synthesis tube that was equipped with a stir bar under a stream of nitrogen. Anhydrous diethyl ether was added and the reaction mixture was cooled to -78 ¡ãC. n-BuLi (1.6 M in hexanes, 2.5 mL, 4.00 mmol) was added dropwise and the reaction mixture was stirred at -78 ¡ãC for 10 min. A solution of aryl or heteroaryl nitrile in THF (4 mmol) was added dropwise and the reaction mixture was stirred at -78 ¡ãC for 2 h. TMSCl (0.550 mL, 4.00 mmol) was added to the reaction mixture at -78 ¡ãC and the reaction mixture was allowed to warm up to 0 ¡ãC. The reaction mixture was cooled to -78 ¡ãC, benzylmagnesium chloride in either THF or ether (2 mmol) or benzyl zinc(II) bromide in ether (2 mmol), was added dropwise, stirred at -78 ¡ãC for 2 h, and then stirred at rt for 12 h. The reaction mixture was worked up and purified as in general procedure 1.

According to the analysis of related databases, 175205-81-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kamau, Muthoni G.; Harikrishnan, Lalgudi S.; Finlay, Heather J.; Qiao, Jennifer X.; Jiang, Ji; Poss, Michael A.; Salvati, Mark E.; Wexler, Ruth R.; Lawrence, R. Michael; Tetrahedron; vol. 68; 12; (2012); p. 2696 – 2703;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175205-81-9, 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.175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, molecular weight is 225.99, as common compound, the synthetic route is as follows.

n-Butyllithium solution (1.6 M in hexane, 0.46 mL, 0.73 mmol) was added to a flask with diethyl ether (2.0 mL) at ?78 ¡ãC, followed by the dropwise addition of 2-bromo-4-(trifluoromethyl)pyridine (0.10 mL, 0.81 mmol), and the resulting mixture was stirred at -78¡ãC for 45 mm. To the prepared aryllithium solution was added a solution of (4aS,6S)- 1 -(4-fluorophenyl)-6-(( 1-methyl- 1H-pyrazol-4-yl)thio)- 1,4,5,6,7,8-hexahydro-4aH-benzo[flindazole-4a-carbaldehyde (3d) (50 mg, 0.12 mmol) in THF (1.2 mL) dropwise and stirred at ?78 ¡ãC for 30 mm. The reaction was quenched by the addition of water (8 mL). The dry ice bath was removed and the mixture was stirred for 10 mm. Then a small amount of saturated aq. NH4C1 solution was added and the solution was extracted (3 x EtOAc). The combined organic layer was washed (brine), dried (Na2SO4), and concentrated under reduced pressure. Purification of the residue by silica gel column chromatography (12 g Si02, 1percent to 3percent MeOHIDCM, a gradient elution) provided ((4aS,6S)- 1 -(4-fluorophenyl)-6-(( 1-methyl- 1H-pyrazol-4-yl)thio)- 1,4,5,6,7, 8-hexahydro-4aH- benzo [flindazol-4a-yl)(4-(trifluoromethyl)pyridin-2-yl)methanol (3e) (43 mg, 63percent) as an off-white solid. mlz (ESI, +ve ion) 556.2 [M+Hjb.

Statistics shows that 175205-81-9 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-4-(trifluoromethyl)pyridine.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; REW, Yosup; SUN, Daqing; YE, Qiuping; ZHOU, Haiying; KAWAI, Hiroyuki; MOORE, Jared; PHAM, Johnny; WU, Kejia; ZHU, Liusheng; YAMASHITA, Dennis; (288 pag.)WO2018/191283; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem