Category: 820236-81-5

Adding a certain compound to certain chemical reactions, such as: 820236-81-5, name is Methyl 2-bromo-6-fluorobenzoate, belongs to esters-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 820236-81-5, Safety of Methyl 2-bromo-6-fluorobenzoate

Step B: methyl 2-fluoro-6-vinylbenzoate To a solution of methyl 2-bromo-6-fluorobenzoate (53 g, 0.228 mol) and potassium trifluoro(vinyl)borate (33.63 g, 0.251 mol) in dioxane and H2O (3:1, 600 mL) was added Pd(dppf)Cl2 (5 g, 6.84 mmol) and sodium carbonate (69 g, 0.684 mol) at RT. The reaction mixture was heated at 100 C. for 12 hours under a nitrogen atmosphere. The mixture was concentrated in vacuo, diluted with water, and extracted with EtOAc (3*200 mL). The combined organic layers were washed with brine, dried over anhydrous Na2CO3, filtered, and concentrated. The crude product was purified by column chromatography eluting with a gradient of EtOAc (1-100%) and PE to give the title compound (31.4 g, 76.5%). 1H NMR (400 MHz, CDCl3) delta ppm 7.45-7.36 (m, 2H), 7.03-7.02 (m, 1H), 6.88-6.81 (m, 1H), 5.77-5.73 (m, 1H), 5.41-5.39 (d, J=10.8 Hz, 1H), 3.95 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-bromo-6-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Lawson, John David; Sabat, Mark; Scorah, Nicholas; Smith, Christopher; Vu, Phong H.; Wang, Haixia; US2014/256734; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 820236-81-5, name is Methyl 2-bromo-6-fluorobenzoate, belongs to esters-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 820236-81-5, Safety of Methyl 2-bromo-6-fluorobenzoate

Step B: methyl 2-fluoro-6-vinylbenzoate To a solution of methyl 2-bromo-6-fluorobenzoate (53 g, 0.228 mol) and potassium trifluoro(vinyl)borate (33.63 g, 0.251 mol) in dioxane and H2O (3:1, 600 mL) was added Pd(dppf)Cl2 (5 g, 6.84 mmol) and sodium carbonate (69 g, 0.684 mol) at RT. The reaction mixture was heated at 100 C. for 12 hours under a nitrogen atmosphere. The mixture was concentrated in vacuo, diluted with water, and extracted with EtOAc (3*200 mL). The combined organic layers were washed with brine, dried over anhydrous Na2CO3, filtered, and concentrated. The crude product was purified by column chromatography eluting with a gradient of EtOAc (1-100%) and PE to give the title compound (31.4 g, 76.5%). 1H NMR (400 MHz, CDCl3) delta ppm 7.45-7.36 (m, 2H), 7.03-7.02 (m, 1H), 6.88-6.81 (m, 1H), 5.77-5.73 (m, 1H), 5.41-5.39 (d, J=10.8 Hz, 1H), 3.95 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-bromo-6-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Lawson, John David; Sabat, Mark; Scorah, Nicholas; Smith, Christopher; Vu, Phong H.; Wang, Haixia; US2014/256734; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 820236-81-5, name is Methyl 2-bromo-6-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H6BrFO2

Synthesis of methyl 2-[4-[2-[4-(2,2-dimethylpropyl)-1-trityl-imidazol-2-yl]ethyl]phenyl]-6-fluoro-benzoate (14): a mixture of 13 (5.17 g, 9.17 mmol), bis-pinacolatodiboron (3.06 g, 12.1 mmol), [1,1?-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (0.38 g, 0.47 mmol) and KOAc (2.74 g, 27.9 mmol) in dioxane (100 mL) was stirred under reflux for 8 h. After the reaction mixture was concentrated, the residue was dissolved in EtOAc and water, then filtered through a Celite pad. The organic layer was washed with brine, dried (Na2SO4), concentrated and purified by column chromatography (hexane:EtOAc = 5:1) to provide the boronate ester as a pale yellow solid (5.17 g, 92%). A mixture of the boronate ester (8.92 g, 14.6 mmol), methyl 2-bromo-6-fluoro-benzoate (4.42 g, 19.0 mmol), Pd(PPh3)4 (1.69 g, 1.46 mmol) and 2 M Na2CO3 (22 mL, 44 mmol) in DMF (170 mL) was stirred at 100 C for 7 h. The mixture was concentrated and diluted in ethylacetate, washed with water, dried (Na2SO4), concentrated and purified by column chromatography (hexane:EtOAc = 3:1) to provide 14 as a pale yellow amorphous (6.54 g, 71%) 1H NMR (CDCl3) delta: 7.43-7.36 (1H, m), 7.35-7.29 (9H, m), 7.16-7.10 (9H, m), 7.10-7.04 (1H, m), 6.84 (2H, d, J = 8.2 Hz), 6.35 (1H, s), 3.61 (3H, s), 2.45-2.40 (4H, m), 2.31-2.25 (2H, m), 0.93 (9H, s). MS (APCI) m/z: 637 (M+H)+.

According to the analysis of related databases, 820236-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kiyotsuka, Yohei; Shimada, Kousei; Kobayashi, Shozo; Suzuki, Masanori; Akiu, Mayuko; Asano, Masayoshi; Sogawa, Yoshitaka; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Nagai, Yoko; Yoshida, Kazuhiro; Abe, Yasuyuki; Takamori, Hideo; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 17; (2016); p. 4205 – 4210;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 820236-81-5, name is Methyl 2-bromo-6-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 820236-81-5

[00500] Methyl 2-bromo-6-fluorobenzoate (38) (11.29 g, 48.5 mmol), cyclopropylboronic acid (6.24 g, 72.7 mmol), K3P04 (30.85 g, 145.4 mmol) and Pd(PPh3)4 (2.80 g, 2.4 mmol) were mixed under argon in a degassed mixture of toluene and water (20: 1, 160 mL). The resulting brown suspension was heated at reflux for 2.5 h, cooled, filtered through Celite, and evaporated. The residue was partitioned between ethyl acetate (150 mL) and brine (150 mL). The layers were separated and organic layer was dried over magnesium sulfate and evaporated. The oily residue was suspended in hexane and the solid was removed by filtration. Evaporation of the filtrate afforded the title compound (9.30 g, 47.9 mmol, 99%) as a light brown oil.

According to the analysis of related databases, 820236-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; WO2013/86451; (2013); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics