Category: pyrazoles-derivatives

Application of 2075-45-8, A common heterocyclic compound, 2075-45-8, name is 4-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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.

Step 3: Synthesis of 4-bromo-1-ethyl-1H-pyrazole (4) To a stirred solution of NaH (34.0 g, 0.85 mol; 60% in mineral oil) in THF (400 mL) was added a solution of 4-bromo-1H-pyrazole (50 g, 0.34 mol) in THF (100 mL) at 0 C. under inert atmosphere. The reaction mixture was warmed to RT and maintained at same temperature for 1 h. The reaction mixture was cooled again to 0 C. and added EtI (63.67 g, 0.408 mol) slowly for 5 min. The resultant solution was allowed to warm to RT and then stirred for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was quenched with ice-cold water (100 mL) and extracted with EtOAc (3*250 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 4-6% EtOAc/Hexanes) to afford compound 4 (43 g, 72%) as a pale yellow liquid. 1H NMR (500 MHz, CDCl3): delta 7.45 (s, 1H), 7.41 (s, 1H), 4.15 (q, J=7.5 Hz, 2H), 1.47 (t, J=7.5 Hz, 3H); MS (ESI): m/z 175.0 (M+H+).

The synthetic route of 2075-45-8 has been constantly updated, and we look forward to future research findings.

Related Products of 13788-84-6, These common heterocyclic compound, 13788-84-6, name is 3-Methyl-4-phenyl-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, (oxybis(2,1-phenylene))bis(diphenylphosphine) (1.0 g, 1.85 mmol) and toluene (30 mL) were added to a glass jar, equipped with a PTFE-coated stir bar. While stirring, mesitylcopper(I) (0.31 g, 1.70 mmol) was added. After a few minutes, 3-methyl-4-phenyl-1H-pyrazole (0.30 g, 1.90) was added, and the resulting mixture was heated at 90C for 3 hours. The mixture was then cooled to 60C, and stirred overnight. After cooling to room temperature, the solid that had formed was collected by filtration. The isolated solid was rinsed with toluene, followed by hexanes, and dried at 70C, under vacuum, to afford the title compound (0.66 g). Crystals were grown by slow evaporation of dichloromethane, and characterized by single crystal X-Ray crystallography, supporting the above molecular structure.

The synthetic route of 13788-84-6 has been constantly updated, and we look forward to future research findings.

Related Products of 288-13-1, 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. 288-13-1, name is 1H-Pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

[0158] To a solution of pyrazole (0.5 g, 7.34 mmol) in glacial acetic acid (4 mL) was added [NAOCI] (0.55 g, 7.34 mmol). The reaction mixture was left at room temperature for 18h, then neutralized with saturated [NA2CO3] solution, extracted with CH2Cl2 (2 x 25 mL), the combined organic layers evaporated, then diluted with [NAOH,] and further extracted with CH2C12 (3 X 20 mL). The organic extracts were combined, dried over [NA2S04] and evaporated to give the title compound as a white solid.

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, 1H-Pyrazole, other downstream synthetic routes, hurry up and to see.

5334-41-8, name is 5-Amino-1-methyl-1H-pyrazole-4-carbonitrile, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C5H6N4

Example 1.1.: 5-amino-1-methyl-1H-pyrazole-4-carboxamide (2) 12.2 g (100 mmol) of 5-amino-1-methyl-1H-pyrazole-4-carbonitrile, 1 (Commercial supplier: BIONET-INTER) are dissolved in 50 mL of conc. sulfuric acid and stirred at RT for 3 h. The reaction mixture is cooled to 0-5 C and neutralized at that temperature by addition of aqueous ammonia. The water phase is extracted with chloroform, the solvent is evaporated and the residue crystallized from water to yield the title compound.

The synthetic route of 5334-41-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 92534-69-5, 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 92534-69-5 as follows.

A mixture of 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid (138.8 mmol) and thionyl chloride (300 mL) is heated under reflux for 12 h. The mixture is then concentrated to dryness under reduced pressure. The resulting oil is dissolved in acetone (200 mL) and it is added to cold aqueous ammonium hydroxide with stirring. The precipitate is collected by filtration and it is dried to give 2- methyl-4-nitro-2H-pyrazole-3-carboxylic acid amide as an off-white solid. Compound wt: 10.5g, 45% yield.[00253] 1H NMR (400 MHz, DMSO-^6) delta: 8.47 (IH, s); 8.32 (IH, s); 8.27 (IH, s); 3.86 (3H, s).

According to the analysis of related databases, 92534-69-5, the application of this compound in the production field has become more and more popular.

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. 2075-46-9, name is 4-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Nitro-1H-pyrazole

4-Nitro-1H-pyrazole (1.13 g, 9.99 mmol) was dissolved in 15 mL of dry THF.The reaction flask was placed in an ice bath and cooled, and NaH (600 mg, 25 mmol) was slowly added.Stir to room temperature and stir for 2.5 h, then slowly add methyl iodide (3.84 g, 20 mmol).Stirring was continued for 1.5 h, and the reaction was quenched by slowly adding 15 mL of saturated brine.The reaction solution was concentrated under reduced pressure and ethyl acetate (50 mL¡Á3)Wash with water, saturated brine (50 mL¡Á2), dry over anhydrous sodium sulfate,1-Methyl-4-nitro-1H-pyrazole (826 mg, 65%) was obtained as a pale yellow solid.

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 14521-80-3, A common heterocyclic compound, 14521-80-3, name is 3-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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.

Step 2. tert-butyl 4-(3-bromo-lH-pyrazol-l-yl)piperidine-l-carboxylate (Intermediate 17) and tert-butyl 4-(5-bromo-lH-pyrazol-l-yl)piperidine-l-carboxylate (Intermediate 18) [0258] A mixture of tert-butyl 4-(methylsulfonyloxy)piperidine-l -carboxylate (0.837 g, 3.00 mmol), 3-bromo-lH-pyrazole (0.441 g, 3.02 mmol), and cesium carbonate (2.94 g, 9.02 mmol) in DMF (10 mL) stirred for 5 h at 100 C. The reaction mixture was cooled to room temperature and poured ethyl acetate (50 mL). The mixture was washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue purified via column chromatography on silica gel (eluting with 10% dichloromethane/methanol to afford tert-butyl 4-(3- bromo-lH-pyrazol-l-yl)piperidine-l -carboxylate (0.25 g, 25%) as a white solid. MS (ESI, pos. ion) m/z 330,332 [M+H]+. [0259] tert-butyl 4-(5-bromo-lH-pyrazol-l-yl)piperidine-l -carboxylate (0.150 g, 15%) was also obtained as a white solid. MS (ESI, pos. ion) m/z 330,332 [M+H]+.

The synthetic route of 14521-80-3 has been constantly updated, and we look forward to future research findings.

Related Products of 866837-96-9, 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. 866837-96-9 name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, 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.

Pyridine (12.9 mL, 161 mmol) was added to a solution of ethyl 5-amino-1-phenyl-1H- pyrazole-3-carboxylate (9.32 g, 40.3 mmol) and 5-bromo-2-chlorobenzoic acid (10.4 g,44.3 mmol) in 2-methyl-tetrahydrofuran (100 mL). The reaction was heated to 85C before the addition of propylphosphonic anhydride (38.5 mL, 60.4 mmol, 50% solution in EtOAc) drop-wise. The reaction was heated at 85C for 16 hours before cooling to room temperature. The organic solution was washed with saturated aqueous sodium hydrogen carbonate solution (3 x 25 mL), saturated brine (30 mL) and concentrated invacuo. The resulting solid was triturated with TBME (5 x 50 mL) to afford the titlecompound (13.7 g, 76%).1H NMR (400MHz, CDCI3): O ppm 1.42 (t, 3H), 4.44 (q, 2H), 7.25 (d, 1H), 7.39 (5, 1H),7.51 (m, 5H), 8.02 (d, 1H), 8.43 (5, 1H).LCMS Rt = 3.13 minutes MS mlz 448 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

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. 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

2.5 g (0.022 mol) of 1,3-dimethyl-5-hydroxypyrazole,Toluene 30mL into the three bottles,9.0 g of triethylamine (0.09 mol) was added with stirring.Ice bath control temperature of 5-10 ,A toluene solution of 6.3 g (0.022 mol) of 2-methanesulfonyl-4-trifluoromethylbenzoyl chloride was added dropwise,Control the reaction temperature does not exceed 15 ,Drop finished,Remove the ice bath,The reaction was stirred at room temperature for 30 min,TLC detection reaction (ethyl acetate: petroleum ether = 4: 1, GF254, UV color)After the reaction is complete,2-methyl-2-hydroxypropanenitrile (0.2 g)Stirring slowly warming to 45-50 C reaction,TLC detection reaction (ethyl acetate: petroleum ether = 2: 1, GF254, UV color)After the reaction is complete,Was added 9.0 g (0.023 mol) of N-ethanesulfonyl-N- (4-trifluoromethoxyphenyl) bromoacetamide,Control temperature 60-65 C Reaction 8hr,After completion of the reaction, the mixture was cooled and added with 50 mL of water.The organic layer was separated and washed with saturated brine. The solvent was recovered to dryness and the residue was separated by column chromatography to give 7.1 g of the desired product, 48.1%

The synthetic route of 5203-77-0 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 5334-28-1 as follows. Recommanded Product: 5-Amino-1-(4-bromophenyl)-1H-pyrazole-4-carbonitrile

General procedure: A suspension of the appropriate intermediates 2a-d or 9(0.01 mol) in 85% formic acid (40 mL) was heated under refluxfor 10 h. The reaction mixture was cooled and the separated precipitatewas filtered, washed with water, dried and recrystallizedfrom formic acid to afford desired compounds 3a-d or 10a

According to the analysis of related databases, 5334-28-1, the application of this compound in the production field has become more and more popular.