Category: pyrazoles-derivatives

Adding a certain compound to certain chemical reactions, such as: 2075-46-9, name is 4-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 2075-46-9, Computed Properties of C3H3N3O2

Bromoethanol (1.9 g, 15.57 mmol) and potassium carbonate (2.9 g, 21.12 mmol) were sequentially added to a solution of 4-nitropyrazole (1.6 g, 14.16 mmol) in acetonitrile (20 mL). The suspension was stirred at 60 C. for 16 hours. After cooling to room temperature, the mixture was filtered and the filter cake was washed with acetonitrile (10 mL). The filtrate was concentrated under reduced pressure to give 20-c as a yellow oil (1.1 g, yield 49.5%), which was directly used for the next step without purification.

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

These common heterocyclic compound, 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-1H-pyrazole, 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. Recommanded Product: 4-Bromo-1,3,5-trimethyl-1H-pyrazole

EXAMPLE 62: 7-Fluoro-4-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,4-dihydropyrazolo[4,3-b]indole [0444] 7-Fluoro-l-(tetrahydro-2H-pyran-2-yl)-l,4-dihydropyrazolo[4,3-]indole (40 mg, 0.154 mmol), 4-bromo-l,3,5-trimethyl-lH-pyrazole (29.2 mg, 0.154 mmol), copper(I) iodide (2.94 mg, 0.015 mmol), Cs2C03 (151 mg, 0.463 mmol) and DMF (lmL) were mixed in an 8 mL tube equipped with a magnetic stir bar to give a brown suspension. The solvent was purged with N2 and the tube was sealed and heated in a microwave for 60 minutes at 22C. More 4-bromo-l,3,5-trimethyl-lH-pyrazole (29.2 mg, 0.154 mmol), copper(I) iodide (2.94 mg, 0.015 mmol) and Cs2C03 (151 mg, 0.463 mmol) were added and the mixture was heated for an additional hour. The reaction mixture was subsequently partitioned between water (25 mL) and EtOAc (50 mL). The layers were separated. The organic layer was washed with brine (20 mL), dried over Na2S04, filtered, and concentrated to yield a brown syrup. The residue was dissolved in MeOH (5 mL) and treated with concentrated HC1 (4 drops). The reaction mixture was stirred overnight and the product was purified by preparative HPLC, eluting with 25-50% ACN in water (containing 0.05% TFA). The pure fractions were lyophilized to give a TFA salt of the title compound as a clear glass (7.8 mg, 13%). 1H NMR (400 MHz, DMSO-de) delta ppm 1.88 (s, 3 H), 2.02 (s, 3 H), 3.76 (s, 4 H), 6.95 – 6.99 (m, 2 H), 7.13 (td, J=9.16, 2.65 Hz, 1 H), 7.52 (s, 1 H), 7.61 (dd, J=8.97, 2.40 Hz, 1 H). MS [M+H]+ calc’d for Ci5Hi4FN5, 284.13; found 284.2.

The synthetic route of 4-Bromo-1,3,5-trimethyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference of 16209-00-0, 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. 16209-00-0, name is 4-(1H-Pyrazol-1-yl)benzoic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

PPZ4COOH (1054 mg, 5.61 mmol) (obtained from Wako Pure Chemical) was dissolved in EtOH (60 ml) and 1 ml of was added and refluxed overnight at 100 C to obtain PPZ4COOEt (956.8 mg, 4.42 mmol). PPZ4COOEt (956.8 mg, 4.42 mmol) and iridium (III) chloride trihydrate ( (790 mg, 2.24 mmol) were added to 2-ethoxyethanol (2 EtOEtOH, 60 ml) and deionized water (20 ml) & refluxed overnight at 140 C and then filtered, PPZ4COOEt chlorine bridged binuclear complex (1.4 g, 1.06 mmol) was obtained. And added to 5 – mesityl dipyrromethane (290 mg, 1.10 mmol), 2,3 – dichloro – 5, 6 – dicyano – 1, 4-benzoquinoline (DDQ) (250 mg, 1.10 mmol) tetrahydrofuran and stirred at room temperature for 1 hour, then potassium carbonate ( ) (1 g, 7.23 mmol) was added and stirred again for 15 minutes and further PPZ4COOEt chlorine bridged binuclear complex (730 mg, 0.055 mmol)) was added and the mixture was refluxed overnight at 100 C in a nitrogen gas atmosphere, and the resultant product was washed with chloroform, filtered and the raw material was removed by column chromatography (developing solvent: chloroform: ethyl acetate = 9: 1), and then purified by recycling preparative HPLC (Japan Analytical Industry, LC 9225 NEXT) to obtain PPZ4COOEtMD. Thereafter, the solution was refluxed overnight at 85 C using a large excess amount of lithium hydroxide monohydrate (LiOH ¡¤ H 2 O) in THF: 3: 1: 3 solution, then 0.1 M HCl was used until the pH was about 1 , and then liquid-separated with chloroform to obtain PPZ4COOHMD (173 mg, 0.21 mmol). N-hydroxysuccinimide (NHS: 34.5 mg, 0.30 mmol), 1-ethyl-3- (3- dimethylaminopropyl) carboximide hydrochloride (EDCHCl: 57.5 mg, 0.30 mmol), N, N-dimethylformamide (DMF) were added to PPZ4COOHMD (83 mg, 0.10 mmol), and the mixture was stirred overnight under a nitrogen atmosphere. Thereafter, trimethylamine was added in a large excess amount and the mixture was stirred overnight, and the obtained product was purified using column chromatography (eluent: chloroform: methanol = 97: 3, filler: alumina) to obtain the desired product PPZ4DMMD (60 mg, 0.062 mmol).

The synthetic route of 4-(1H-Pyrazol-1-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

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. 6314-23-4, name is 2-(1-Pyrazolyl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., name: 2-(1-Pyrazolyl)ethanol

A mixture of 2- (LH-PYRAZOL-1-YL) ethanol (6.76 g) and potassium tert-butoxide (6.75 g) in tetrahydrofuran (100 ml) was stirred at ambient temperature for an hour. A solution of 1-fluoro-4-nitrobenzene (7.1 g) in tetrahydrofuran (5 ml) was added to the above mixture and refluxed under stirring for 2.5 hours. The reaction mixture was poured into a mixture of ethyl acetate and water, and the organic layer was washed with brine and dried over magnesium sulfate. The solvent was concentrated in vacuo and the precipitate was collected by filtration to give 1- [2- (4-NITROPHENOXY) ETHYL]-LH-PYRAZOLE (10.75 G). 1H-NMR (DMSO-d6): 8 4. 47-4.60 (4H, m), 6.27 (1H, m), 7.08-7. 16 (2H, m), 7.49 (1H, d, J=1.7 Hz), 7.81 (1H, d, J=2.0 Hz), 8.16- 8.23 (2H, m)

According to the analysis of related databases, 6314-23-4, the application of this compound in the production field has become more and more popular.

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.

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. 25016-12-0, name is 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H8N2O

6.22. Synthesis of (S)-2-Amino-3-(4-(5-((1,3-dimethyl-1H-pyrazol-4-yl)methylamino)pyrazin-2-yl)phenyl)propanoic acid A mixture of 1,3-dimethyl-1H-pyrazole-4-carbaldehyde (142 mg, 1.145 mmol), 2-amino-5-bromopyrazine (200 mg, 1.149 mmol), borane trimethylamine complex (126 mg, 1.73mmol) and glacial acetic acid (137 mg, 2.29 mmol) in anhydrous methonol (3 ml) was stirred at room temperature overnight. The reaction mixture was then diluted with ethyl acetate, washed with water, dried over MgSO4 and filtered. The filtrate was concentrated to give 300 mg of (5-bromo-pyrazin-2-yl)-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)amine as crude product, which was used for next step reaction without further purification. Crude yield: 93%.

The synthetic route of 25016-12-0 has been constantly updated, and we look forward to future research findings.

Related Products of 52222-73-8, These common heterocyclic compound, 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, 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.

In a nitrogen-purged glove box, a vial, equipped with a TEFLON coated magnetic stir bar, was charged with (oxybis(2,1-phenylene))bis(diphenylphosphine) (1.00 g, 1.86 mmol) and 4-trifluoromethylpyrazole (0.253 g, 1.86 mmol). Toluene (5 mL) was added, followed by mesitylcopper(I) (0.283 g, 1.55 mmol) dissolved in toluene (5 mL). The resulting yellow solution was stirred at approximately 60C for 15 hours. The mixture was cooled and filtered. The white solid was washed with toluene (5 mL) and hexanes (5 mL), and dried to afford the title compound as a white solid (0.785 g).

Statistics shows that 4-(Trifluoromethyl)-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 52222-73-8.

Synthetic Route of 1191616-45-1, The chemical industry reduces the impact on the environment during synthesis 1191616-45-1, name is 4-(4-Bromophenyl)-1-methyl-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Compound 11c (1.4g, 5.0mmol),1-(4-Bromophenyl)-1-methyl-1H-pyrazole(1.2g, 5.0mmol), catalyst Pd(dba)2 (144mg, 0.25mmol), tri-tert-butylphosphine (101mg, 0.5mmol), sodium tert-butoxide (576mg, 6.0mmol) were dissolved in toluene (50ml) The temperature was raised to 100C and the reaction was stirred for 12 hours. The reaction was detected by TLC, and directly concentrated by column chromatography to obtain 1.4g of off-white solid with a yield of 63.1%.

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-(4-Bromophenyl)-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

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. 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(Furan-2-yl)-1H-pyrazol-3-amine

EXAMPLE 7 3-[(5-Furan-2-yl-1H-pyrazol-3-ylamino)-methylene]-4-methyl-1,3-dihydro-indol-2-one The named compound is prepared by substituting E & Z-3-[(hydroxy)-methylene]-4-methyl-1,3-dihydro-indol-2-one for E & Z-3-[(hydroxy)-methylene]-1,3-dihydro-indol-2-one and substituting 3-amino-5-(2-furyl)-pyrazole for 3-aminopyrazole in the reaction of Example 1. Specifically, E & Z-3-[(hydroxy)-methylene]-4-methyl-1,3-dihydro-indol-2-one (0.110 gms.) is reacted with 0.2065 gms. of 3-amino-5-(2-furyl)-pyrazole by refluxing in tetrahydrofuran (2.5 mL).

According to the analysis of related databases, 96799-02-9, the application of this compound in the production field has become more and more popular.

Application of 52867-42-2, 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 52867-42-2 as follows.

Reference Example 61 Production of methyl 3-(2-methoxyethoxy)-1-methyl-1H-pyrazole-5-carboxylate Using methyl 3-hydroxy-1-methyl-1H-pyrazole-5-carboxylate (2.34 g, 15.0 mmol), 1-bromo-2-methoxyethane (3.13 g, 22.5 mmol), potassium carbonate (4.15 g, 30.0 mmol) and N,N-dimethylformamide (15 mL), and in the same manner as in Reference Example 57, the title compound (3.03 g, yield 94%) was obtained. 1H-NMR (DMSO-d6, 300 MHz) delta 3.28 (3H, s), 3.57-3.64 (2H, m), 3.81 (3H, s), 3.93 (3H, s), 4.14-4.20 (2H, m), 6.28 (1H, s).

According to the analysis of related databases, 52867-42-2, the application of this compound in the production field has become more and more popular.