Category: 168971-68-4

Related Products of 168971-68-4, These common heterocyclic compound, 168971-68-4, name is 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, 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 mixture of 1-bromo-2-fluoro-4-(trifluoromethoxy)benzene Int-172-38 (12.8 g, 49.4 mmol), benzophenone imine (10 mL, 59.3 mmol), Pd2(dba)3 (1.1 g, 1.23 mmol), XantPhos (2.8 g, 4.9 mmol) and NaOtBu (5.7 g, 59.3 mmol) in 1,4-dioxane (100 mL) was stirred and heated at 100 C overnight. After cooling to room temperature, the mixture was concentrated. The residue was then partitioned between EtOAc and H2O, and the organic layer was separated, dried over Na2SO4 and concentrated. The residue was purified by column chromatography using hexanes/EtOAc (0 to 5% EtOAc in hexanes). The product was dissolved in THF (100 mL), and 1M aqueous HCl (50 mL) was added. After being stirred at room temperature for 1h, the mixture was partitioned between EtOAc and H2O. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography using hexanes/EtOAc (0 to 20% EtOAc in hexanes). The product 30 was obtained as pale brown oil in 30% yield (5.4 mg). LCMS: (M+1) m/z = 196.

Statistics shows that 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 168971-68-4.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – 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. 168971-68-4, name is 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

To a solution of 1-brorno-2-fiuoro-4-(rifluorornethoxy)benzene (5.00 g, 19.31 mrnoi) in MeCN (20 inL) wasadded NO2BF4 (2.69 g. 2027 mrnoi) in portions keeping the temperature between -40 to -30 C. The mixture was stirred at between -40C to -30C for 2 h. Then the mixture was allowed to warm to rt and stirred for 18 Ii. The mixture was poured into ice, and extracted with EtOAc (3×30 mL). The combined organic layers were dried over Na2SO4, filtrated and concentrated in vacuo, The residue was purified on silica gel (PE:EtOAc=80: ito 50:1) to atihrd the title compound.

The synthetic route of 168971-68-4 has been constantly updated, and we look forward to future research findings.

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 168971-68-4 as follows. Product Details of 168971-68-4

n-Butyl lithium (6.17 mL, 9.87 mmol) was added drop-wise at -78 C. to a solution of 1-bromo-2-fluoro-4-(trifluoromethoxy)benzene (2.13 g, 8.22 mmol) in diethyl ether (16.5 mL). The reaction was stirred for 30 minutes before drop-wise addition of N-methoxy-N-methylacetamide (1.272 g, 12.34 mmol). The reaction was stirred for 5 minutes at -78 C. then warmed to room temperature and stirred for 30 minutes. The solution was quenched with saturated NH4Cl, extracted with EtOAc, dried with Na2SO4, filtered, and concentrated under reduced pressure. Purification by flash silica gel chromatography, eluting with 10% EtOAc in heptanes provided 1-(2-fluoro-4-(trifluoromethoxy)phenyl)ethanone as a clear oil (1.118 g, 61%)

According to the analysis of related databases, 168971-68-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Hitchcock, Stephen; Lam, Betty; Monenschein, Holger; Reichard, Holly; (41 pag.)US2016/145218; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 168971-68-4 as follows. Product Details of 168971-68-4

n-Butyl lithium (6.17 mL, 9.87 mmol) was added drop-wise at -78 C. to a solution of 1-bromo-2-fluoro-4-(trifluoromethoxy)benzene (2.13 g, 8.22 mmol) in diethyl ether (16.5 mL). The reaction was stirred for 30 minutes before drop-wise addition of N-methoxy-N-methylacetamide (1.272 g, 12.34 mmol). The reaction was stirred for 5 minutes at -78 C. then warmed to room temperature and stirred for 30 minutes. The solution was quenched with saturated NH4Cl, extracted with EtOAc, dried with Na2SO4, filtered, and concentrated under reduced pressure. Purification by flash silica gel chromatography, eluting with 10% EtOAc in heptanes provided 1-(2-fluoro-4-(trifluoromethoxy)phenyl)ethanone as a clear oil (1.118 g, 61%)

According to the analysis of related databases, 168971-68-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Hitchcock, Stephen; Lam, Betty; Monenschein, Holger; Reichard, Holly; (41 pag.)US2016/145218; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 168971-68-4, name is 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, belongs to ethers-buliding-blocks compound, 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 168971-68-4, Safety of 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene

Reference Example 1432-Fluoro-4-(trifluoromethoxy)aniline A mixture of 4-bromo-3-fluoro(trifluoromethoxy)benzene (6.6 g, 26 mmol), benzophenone imine (6.4 mL, 38 mmol), Pd2(dba)3 (0.58 g, 0.64 mmol), Xantphos (1.5 g, 2.6 mmol) and sodium tert-butoxide (3.7 g, 38 mmol) in 1,4-dioxane (120 mL) was stirred at 100 C. under N2 atmosphere for 5 h. After stirring at room temperature overnight, the mixture was concentrated under reduced pressure. The residue was partitioned between AcOEt and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was chromatographed on silica gel (0/100-5/95 AcOEt/hexane) to give a yellow oil. The residual oil was dissolved in THF (150 mL), and 1 M HCl aqueous solution (50 mL) was added to the mixture. After stirring at room temperature for 1 h, the mixture was basified with 8 M NaOH aqueous solution and extracted with diethyl ether. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was chromatographed on silica gel (0/100-5/95 AcOEt/hexane) to give the title compound (4.2 g, 85% yield) as a pale yellow oil: 1H NMR (300 MHz, DMSO-d6): delta ppm 5.36 (2H, s), 6.75-6.85 (1H, m), 6.89-6.94 (1H, m), 7.12 (1H, dd, J=11.7, 2.3 Hz).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taniguchi, Takahiko; Kawada, Akira; Kondo, Mitsuyo; Quinn, John F.; Kunitomo, Jun; Yoshikawa, Masato; Fushimi, Makoto; US2010/197651; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 168971-68-4, name is 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, belongs to ethers-buliding-blocks compound, 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 168971-68-4, Formula: C7H3BrF4O

Example 106Preparation of Compound 416CF3Step A – synthesis of compound 206BCompound 206A (2.14 g, 8.3 mmol) was combined with PdCl2(dppf) (0.20 g, 0.25 mmol), bis(pinicolato)diboron (2.52 g, 9.9 mmol), and KOAc (2.43 g, 24 mmol) in DMSO (10 mL). The mixture was put under N2 atmosphere, heated to 1000C and allowed to stir at this temperature for 4 hours, then partitioned with water and 1 : 1 EtOAc/hexane. The organic phase was dried (MgSO4) and concentrated in vacuo, and the resulting residue was purified using flash column chromatography on silica (10% EtOAc/hexane) to provide compound 206B as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2008/130581; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

168971-68-4, The chemical industry reduces the impact on the environment during synthesis 168971-68-4, name is 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, I believe this compound will play a more active role in future production and life.

Step 3: (1 -benzyl-3-(2-fluoro-4-(trifluoromethoxy)phenyl)-4-methyl-5-(trifluoromethyl)-1 H-pyrrol2-yl)(morpholino)methanone (SC-262)Under an nitrogen atmosphere (1 -benzyl-4-methyl-3-(4,4,5, 5-tetramethyl-l ,3,2-dioxaborolan-2-yl)-5- (trifluoromethyl)-IH-pyrrol-2-yl)(morpholino)methanone (50 mg, 0.106 mmol) was dissolved in DMF (0.5 mL) and LiOH (2 mg, 0.106 mmol), bis(tri-tert-butylphosphine)palladium (0) (3 mg, 0.007 mmol) and 1-bromo-2-fluoro-4-(trifluoromethoxy)benzene (24 mg, 0.096 mmol) were subsequently added. The reaction mixture was stirred at 80C under microwave irridation for I h. The mixture was cooled to RT and the reaction was stopped by addition of 1 M NaOH solution (2 mL). The crude product was extracted with EtOAc (2×3 mL) and the combined organic layers were washed with water (3×1 mL), dried over Na2SO4, filtered and the solvent was removed under reduced pressure. The crude mass was purified by flash chromatography to give SC-262 (34 mg, 66.8 %).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy; WO2014/32801; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem