Category: 202865-80-3

Reference of 202865-80-3, 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. 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 5-amino-3-t-butyl-1-(4-chlorobenzyl)pyrazole (50.0 mg, 0.190 mmol) and dioxane (1 mL) were added 4-bromo-2-fluoro-1-isopropoxybenzene (49 mg, 0.21 mmol), tris(dibenzylideneacetone)(0) (2.2 mg, 0.0024 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (3.3 mg, 0.0057 mmol) and sodium phenoxide trihydrate (48 mg, 0.28 mmol), and the resulting mixture was stirred at 170C for 30 minutes under microwave irradiation. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The extract was washed by brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) and reversed-phase HPLC (0.3%fomic acid/acetonitrile) to give 3-t-butyl-1-(4-chlorobenzyl)-5-(3-fluoro-4-isopropoxyphenylamino)pyrazole (33 mg, Yield: 42%) as pale yellow solid. 1H-NMR (delta ppm TMS/DMSO-d6): 1.20-1.24 (15H, m), 4.30-4.37 (1H, m), 5.18 (2H, s), 5.92 (1H, s), 6.53-6.65 (2H, m), 6.96 (1H, t, J = 9.0 Hz), 7.06 (2H, d, J = 8.1 Hz), 7.34 (2H, d, J = 8.1 Hz), 7.91 (1H, s).

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, 4-Bromo-2-fluoro-1-isopropoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; ENDOH, Takeshi; JIKIHARA, Sae; ASAHI, Kentaro; HORIGUCHI, Tohru; EP2604260; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 202865-80-3, 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 202865-80-3 as follows.

To a mixture of 2-amino-5-[3-(t-butyl)dimethyl-silanoxypropyloxy]-1-(4-methylbenzyl)benzene (54 mg, 0.14 mmol), 4-bromo-2-fluoro-1-isopropoxybenzene (32.6 mg, 0.14 mmol), dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl (3.3 mg, 0.007 mmol), potassium t-butoxide (28.3 mg, 0.29 mmol) and toluene (2 mL) was added palladium acetate(II) (1.6 mg, 0.007 mmol) under nitrogen atmosphere, and the resulting mixture was stirred at 100C for 1 hour. The reaction mixture was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 1-(4-chlorobenzyl)-3-[3-(t-butyl)dimethyl-silanoxypropyloxy]-6-(3-fluoro-4-isopropoxy phenylamino)benzene (69 mg, Yield: 92%) as brown oil. 1H-NMR (delta ppm TMS/DMSO-d6): 0.00(6H, s), 0.84 (9H, s), 1.21 (6H, d, J = 6.0 Hz), 1.84 (2H, q, J = 6.0 Hz), 2.22 (3H, s), 3.70 (2H, t, J = 6.0 Hz), 3.80 (2H, s), 3.92 (2H, t, J = 6.0 Hz), 4.27 (1H, q, J = 6.0 Hz), 6.32-6.42 (2H, m), 6.62 (1H, d, J = 3.0 Hz), 6.75 (1H, dd, J = 2.4 Hz, 8.4 Hz), 6.84-6.94 (1H, m), 6.97-7.08 (5H, m), 7.25 (1H, s).

According to the analysis of related databases, 202865-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; ENDOH, Takeshi; JIKIHARA, Sae; ASAHI, Kentaro; HORIGUCHI, Tohru; EP2604260; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 202865-80-3, A common heterocyclic compound, 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene, molecular formula is C9H10BrFO, 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.

To a mixture of 2-amino-5-ethyl-3-(4-methylphenoxy)pyrazine (55.0 mg, 0.240 mmol) and dioxane (1 mL) were added 4-bromo-2-fluoro-1-isopropoxybenzene (61 mg, 0.26 mmol), tris(dibenzylideneacetone)(0) (2.8 mg, 0.0030 mmol), 4,5-bis(diphenylphosphine)-9,9-dimethylxanthene (4.2 mg, 0.0072 mmol) and sodium phenoxide trihydrate (61 mg, 0.36 mmol), and the resulting mixture was heated at reflux for 4 hours. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The extract was washed by brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified by reversed-phase HPLC (0.3% formic acid/acetonitrile) to give 5-ethyl-2-(3-fluoro-4-isopropoxyphenylamino)-3-(4-methylphenoxy)pyrazine (17 mg, Yield: 18%) as pale brown solid. 1H-NMR (delta ppm TMS/DMSO-d6): 1.05 (3H, t, J=7.5 Hz), 1.26 (6H, d, J=5.8 Hz), 2.33 (3H, s), 2.44 (2H, q, J=7.5 Hz), 4.45-4.52 (1H, m), 705-7.17 (3H, m), 725 (2H, d, J=8.6 Hz), 7.55-7.61 (1H, m), 7.69 (1H, s), 7.85-7.91 (1H, m), 8.93 (1H, s).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SHIONOGI & CO., LTD.; Kai, Hiroyuki; Endoh, Takeshi; Jikihara, Sae; Horiguchi, Tohru; US9212130; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene, molecular formula is C9H10BrFO, 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. SDS of cas: 202865-80-3

Intermediate 12 2-(3-fluoro-4-isopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane :Potassium acetate (10.52 g, 107.2 mmol) and bis(pinacolato)diboron (15 g, 58.96 mmol) were added to a solution of intermediate 11 (10.52 g, 107.2 mmol) in dioxane (125 ml), and the solution was degassed for 30 min. [1,1′-Bis(diphenylphosphino)ferrocene]dichloro palladium(II).CH2Cl2 (4.4 g, 5.36 mmol) was added under nitrogen atmosphere and heated to 80 C. After 12 h, the reaction mixture was filtered through celite and concentrated. The crude product was purified by column chromatography with ethyl acetate :petroleum ether to afford the title compound as a yellow oil (13.9 g, 99%) which was used without purification in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 202865-80-3, its application will become more common.

Reference:
Patent; Rhizen Pharmaceuticals SA; US2012/289496; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene, 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 202865-80-3, SDS of cas: 202865-80-3

Potassium acetate (10.52 g, 107.2 mmol) and bis(pinacolato)diboron (15 g, 58.96 mmol) were added to a solution of intermediate 7 (10.52 g, 107.2 mmol) in dioxane (125 ml), and the solution was degassed for 30 min. [1,1′-Bis(diphenylphosphino)ferrocene]dichloro palladium(II) CH2Cl2 (4.4 g, 5.36 mmol) was added under nitrogen atmosphere and heated to 80 C. After 12 hours, the reaction mixture was filtered through celite and concentrated. The crude product was purified by column chromatography with ethyl acetate:petroleum ether to afford the title compound as a yellow oil (13.9 g, 99%) which was used without purification in the next step.

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

Reference:
Patent; TG THERAPEUTICS, INC.; RHIZEN PHARMACEUTICALS SA; LABORATOIRE FRANCAIS DU FRACTIONNEMENT ET DES BIOTECHNOLOGIES; Weiss, Michael S.; Miskin, Hari P.; Sportelli, Peter; Vakkalanka, Swaroop K.V.S.; US2015/290317; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 202865-80-3, 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. 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 5-amino-3-t-butyl-1-(4-chlorobenzyl)pyrazole (50.0 mg, 0.190 mmol) and dioxane (1 mL) were added 4-bromo-2-fluoro-1-isopropoxybenzene (49 mg, 0.21 mmol), tris(dibenzylideneacetone)(0) (2.2 mg, 0.0024 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (3.3 mg, 0.0057 mmol) and sodium phenoxide trihydrate (48 mg, 0.28 mmol), and the resulting mixture was stirred at 170C for 30 minutes under microwave irradiation. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The extract was washed by brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) and reversed-phase HPLC (0.3%fomic acid/acetonitrile) to give 3-t-butyl-1-(4-chlorobenzyl)-5-(3-fluoro-4-isopropoxyphenylamino)pyrazole (33 mg, Yield: 42%) as pale yellow solid. 1H-NMR (delta ppm TMS/DMSO-d6): 1.20-1.24 (15H, m), 4.30-4.37 (1H, m), 5.18 (2H, s), 5.92 (1H, s), 6.53-6.65 (2H, m), 6.96 (1H, t, J = 9.0 Hz), 7.06 (2H, d, J = 8.1 Hz), 7.34 (2H, d, J = 8.1 Hz), 7.91 (1H, s).

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, 4-Bromo-2-fluoro-1-isopropoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; ENDOH, Takeshi; JIKIHARA, Sae; ASAHI, Kentaro; HORIGUCHI, Tohru; EP2604260; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 202865-80-3, 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. 202865-80-3 name is 4-Bromo-2-fluoro-1-isopropoxybenzene, This 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.

To a mixture of 2-amino-5-[3-(t-butyl)dimethyl-silanoxypropyloxy]-1-(4-methylbenzyl)benzene (54 mg, 0.14 mmol), 4-bromo-2-fluoro-1-isopropoxybenzene (32.6 mg, 0.14 mmol), dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl (3.3 mg, 0.007 mmol), potassium t-butoxide (28.3 mg, 0.29 mmol) and toluene (2 mL) was added palladium acetate(II) (1.6 mg, 0.007 mmol) under nitrogen atmosphere, and the resulting mixture was stirred at 100 C. for 1 hour. The reaction mixture was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 1-(4-chlorobenzyl)-3-[3-(t-butyl)dimethyl-silanoxypropyloxy]-6-(3-fluoro-4-isopropoxy phenylamino)benzene (69 mg, Yield: 92%) as brown oil. 1H-NMR (delta ppm TMS/DMSO-d6): 0.00 (6H, s), 0.84 (9H, s), 1.21 (6H, d, J=6.0 Hz), 1.84 (2H, q, =6.0 Hz), 2.22 (3H, s), 3.70 (2H, t, J=6.0 Hz), 3.80 (2H, s), 3.92 (2H, t, J=6.0 Hz), 4.27 (1H, q, 6.0 Hz), 6.32-6.42 (2H, m), 6.62 (1H, d, J=3.0 Hz), 6.75 (1H, dd, J=2.4 Hz, 8.4 Hz), 6.84-6.94 (1H, m), 6.97-7.08 (5H, m), 7.25 (1H, s).

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

Electric Literature of 202865-80-3, These common heterocyclic compound, 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene, 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.

To a mixture of 2-amino-5-ethyl-3-(4-methylphenoxy)pyrazine (55.0 mg, 0.240 mmol) and dioxane (1 mL) were added 4-bromo-2-fluoro-1-isopropoxybenzene (61 mg, 0.26 mmol), tris(dibenzylideneacetone)(0) (2.8 mg, 0.0030 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (4.2 mg, 0.0072 mmol) and sodium phenoxide trihydrate (61 mg, 0.36 mmol), and the resulting mixture was heated at reflux for 4 hours. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The extract was washed by brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified by reversed-phase HPLC (0.3% formic acid/acetonitrile) to give 5-ethyl-2-(3-fluoro-4-isopropoxyphenylamino)-3-(4-methylphenoxy)pyrazine (17 mg, Yield: 18%)as pale brown solid. 1H-NMR (delta ppm TMS/DMSO-d6): 1.05 (3H, t, J = 7.5 Hz), 1.26 (6H, d, J = 5.8 Hz), 2.33 (3H, s), 2.44 (2H, q, J = 7.5 Hz), 4.45-4.52 (1H, m), 7.05-7.17 (3H, m), 7.25 (2H, d, J = 8.6 Hz), 7.55-7.61 (1H, m), 7.69 (1H, s), 7.85-7.91 (1H, m), 8.93 (1H, s).

Statistics shows that 4-Bromo-2-fluoro-1-isopropoxybenzene is playing an increasingly important role. we look forward to future research findings about 202865-80-3.

Synthetic Route of 202865-80-3, 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. 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium acetate ( 10.52 g, 107.2 mmol) and bis(pinacolato)diboron ( 15g, 58.96 mmol) were added to a solution of intermediate 11 ( 10.52 g, 107.2 mmol) in dioxane ( 125 ml), and the solution was degassed for 30 min. [1, 1 ‘- Bis(diphenylphosphino)ferrocene]dichloro palladium(II).CH2Cl2 (4.4g, 5.36 mmol) was added under nitrogen atmosphere and heated to 80C. After 12h the reaction mixture was filtered through celite and concentrated. The crude product was purified by column chromatography with ethyl acetate: petroleum ether to afford the title compound as a yellow oil ( 13.9g, 99%) which was used without purification in the next step.

The synthetic route of 4-Bromo-2-fluoro-1-isopropoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath; WO2012/151525; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem