Category: 89717-64-6

Adding a certain compound to certain chemical reactions, such as: 89717-64-6, name is 4-Bromo-3-nitro-1H-pyrazole, belongs to pyrazoles-derivatives 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 89717-64-6, COA of Formula: C3H2BrN3O2

To a solution of 4-bromo-3- nitro-lH-pyrazole (1.3 g, 6.8 mmol) in DMF (15 mL) was added benzyl bromide (1.72 g, 10.1 mmol) and K2CO3 (1.86 g, 13.5 mmol) at room temperature. The reaction mixture was stirred at 80 C for 12 h. After cooling down to room temperature, the mixture was diluted with water (40 mL) and extracted with EtOAc (40 mL x 2). The combined organic layers were washed with water (30 mL) and brine (30 mL), dried over Na2S04, filtered and concentrated. The residue was purified by silica gel chromatography (eluted with petroleum ether/EtOAc from 0% to 20%) to give the l-benzyl-4-bromo-3-nitro-lH-pyrazole (1.5 g, Yield: 78%) as a yellow solid. ESI-LCMS (m/z): 282.0 [M+1]; 1HNMR (400 MHz, CD3OD): delta 8.05 (s, 1H), 7.43-7.32 (m, 5H), 5.41 (s, 2H) ppm

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-nitro-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; (178 pag.)WO2016/44666; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 89717-64-6, name is 4-Bromo-3-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Bromo-3-nitro-1H-pyrazole

To a 50 ml reaction flask by adding 3-nitro-4-bromo -1H-pyrazole (8.9mmol), 2,5-difluorobenzylbromide (9.7mmol), potassium carbonate (26.7mmol) and a catalytic amount tetrabutyl ammonium bromide, adding 20mLN, N-dimethyl formamide, stirring at room temperature 1h. After the reaction is complete the reaction liquid 10 ml water, precipitating a large amount of white solid, filtering, the solid dried to obtain the yellow solid is the product. (Yield 92%)

The synthetic route of 89717-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Yang, Shengyong; Wei, Yuquan; (24 pag.)CN105669558; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 89717-64-6, 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. 89717-64-6 name is 4-Bromo-3-nitro-1H-pyrazole, 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.

Example 7(5S)-5-Amino-7-hvdroxy-2-[3-(trifluoromethyl)phenyll-2,4,5J-tetrahydro-6/-/-pyrazolo[3,4- iblPyridin-6-one, HCI salt (7) 7Step 1 . Synthesis of 4-bromo-3-nitro-1-[3-(trifluoromethyl)phenyll-1 /-/-pyrazole (C56). Pyridine (99%, 0.512 mL, 6.27 mmol) and [3-(trifluoromethyl)phenyl]boronic acid (649 mg, 3.42 mmol) were added to a solution of 4-bromo-3-nitro-1 /-/-pyrazole (596.6 mg, 3.108 mmol) in tetrahydrofuran (9 mL); copper(ll) acetate (99%, 855 mg, 4.66 mmol) was then added, and the reaction was stirred for 42 hours. The reaction mixture was filtered through Celite and concentrated in vacuo, then partitioned between EtOAc (5 mL) and water (5 mL). The aqueous layer was extracted with EtOAc (3 x 5 mL), and the combined organic layers were washed with water (5 mL) and dried over sodium sulfate. After filtration and removal of solvent under reduced pressure, the residue was purified via silica gel chromatography (Gradient: 0% to 20% EtOAc in heptane) to provide C56. The regiochemistry of C56 was assigned based on NOE experiments. Yield: 779 mg, 2.32 mmol, 75%. GCMS m/z 335, 337 (M+). H NMR (400 MHz, CDCI3) delta 7.68-7.76 (m, 2H), 7.94-7.98 (m, 1 H), 7.99-8.01 (m, 1 H), 8.14 (s, 1 H

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-nitro-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; DOUNAY, Amy Beth; MCALLISTER, Laura Ann; PARIKH, Vinod D; RONG, Suobao; VERHOEST, Patrick Robert; WO2012/73143; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 89717-64-6, 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. 89717-64-6, name is 4-Bromo-3-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromo-3- nitro-lH-pyrazole (1.5 g, 7.8 mmol) in anhydrous THF (50 mL) was added phenylboronic acid (0.95 g, 7.8 mmol), copper(II) acetate (2.1 g, 11.7 mmol) and pyridine (2.5 g, 31.2 mmol. The mixture was stirred overnight at 40C under oxygen atmosphere. After removing the insolubles by filtration, the filtrate was diluted with EtOAc (50 mL), washed with water (50 mL) and brine (50 mL), dried over a2S04, filtered and concentrated in vacuo to obtain a residue which was purified by silica gel chromatography (eluting with hexane/EtOAc = 1/1) to afford 4-bromo-3-nitro-l -phenyl- lH-pyrazole as a yellow solid (2.0 g, Yield: 95%). ESI- LCMS (m/z): 268.0 [M+l]

The synthetic route of 4-Bromo-3-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; (178 pag.)WO2016/44666; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 89717-64-6, name is 4-Bromo-3-nitro-1H-pyrazole, belongs to pyrazoles-derivatives 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 89717-64-6, Formula: C3H2BrN3O2

To a solution of 4-bromo-3- nitro-lH-pyrazole (1.3 g, 6.8 mmol) in DMF (15 mL) was added benzyl bromide (1.72 g, 10.1 mmol) and K2CO3 (1.86 g, 13.5 mmol) at room temperature. The reaction mixture was stirred at 80 C for 12 h. After cooling down to room temperature, the mixture was diluted with water (40 mL) and extracted with EtOAc (40 mL x 2). The combined organic layers were washed with water (30 mL) and brine (30 mL), dried over Na2S04, filtered and concentrated. The residue was purified by silica gel chromatography (eluted with petroleum ether/EtOAc from 0% to 20%) to give the l-benzyl-4-bromo-3-nitro-lH-pyrazole (1.5 g, Yield: 78%) as a yellow solid. ESI-LCMS (m/z): 282.0 [M+1]; 1HNMR (400 MHz, CD3OD): delta 8.05 (s, 1H), 7.43-7.32 (m, 5H), 5.41 (s, 2H) ppm

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-nitro-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; (178 pag.)WO2016/44666; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 89717-64-6 as follows. Recommanded Product: 4-Bromo-3-nitro-1H-pyrazole

To a solution of 2-hydroxy-5-(thfluoromethoxy)phenylboronic acid (Preparation 23, 20.5 g, 92.4 mmol) and 4-bromo-3-nitro-1 -(tetrahydro-2H-pyran-2-yl)-1 H-pyrazole or 4- bromo-5-nitro-1 -(tetrahydro-2H-pyran-2-yl)-1 H-pyrazole (Preparation 22, 22.7 g, 82.2 mmol) in 1 ,2-dimethoxyethane (300 ml_) and 2 M potassium carbonate in water (1 17 ml_, 212 mmol) was added tetrakis(triphenylphosphine)palladium(0) (5.0 g, 4.3 mmol). The solution was sparged with argon (x 3) and heated at 80 C for 8 hours. The reaction mixture was cooled to ambient temperature and the layers separated. The aqueous phase was washed with ethyl acetate (x 2). The combined organic phase was dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (0 to 30% ethyl acetate in hexanes gradient elution) and concentrated in vacuo. Excess hexanes was added to the residue and the resulting solid was collected by filtration and dried in vacuo to afford the title compound as off white crystals (19.5 g).1H NMR (300 MHz, d6-DMSO): delta 1 .46-1 .78 (m, 3H), 1 .87-2.20 (m, 3H), 3.69 (m, 1 H), 3.97 (d, 1 H), 5.56 (d, 1 H), 6.93 (d, 1 H), 7.22 (d, 1 H), 7.31 (s, 1 H), 8.33 (s, 1 H), 10.19 (br s, 1 H).LCMS Rt = 1 .77 min MS m/z 372 [M-H]-

According to the analysis of related databases, 89717-64-6, the application of this compound in the production field has become more and more popular.