Category: pyrazoles-derivatives

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. 133228-21-4, name is N,N-Dimethyl-1H-pyrazole-1-sulfonamide, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Step A: Preparation of 3~bromo-N,N-dimethyl-lH-pyrazole-l-sulfonamide; To a solution of N,N-dimethylsulfamoylpyrazole (44.O g, 0.251 mol) in dry tetrahydrofuran (500 mL) at -78 0C was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature below -60 C. A thick solid formed during the addition. Upon completion of the addition the reaction mixture was stirred at -78 C for an additional 15 minutes, after which time a solution of 1,2-dibromo- tetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintaining the temperature below -70 0C. The reaction mixture turned a clear orange; stirring was continued for an additional 15 minutes. The -78 0C bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with methylene chloride (4x), and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride-hexane (50:50) as eluent to afford 57.04 g of the title product as clear colorless oil. 1H NuMR (CDCl3): delta 7.62 (m,lH), 6.44 (m,lH), 3.07 (d,6H).

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.

Adding a certain compound to certain chemical reactions, such as: 326827-21-8, name is 3-Amino-5-cyclobutyl-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 326827-21-8, category: pyrazoles-derivatives

Example 297: Preparation of N2-(lH-benzo[d]imidazol-6-yl)-N4-(5-cyclobutyl-lH-pyrazol- 3-yl)-5-(trifluoromethyl)pyrimidine-2,4-diamine2,4-Dichloro-5-(trifluoromethyl)pyrimidine (0.087 g, 0.401 mmol), 5-cyclobutyl-lH- pyrazol-3-amine (0.055 g, 0.401 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.077 ml,0.441 mmol) were mixed in acetonitrile (2 ml). The mixture was microwaved at 80 C for 20 min and then concentrated. lH-benzo[d]imidazol-6-amine (0.053 g, 0.401 mmol) and acetic acid (0.024 g, 0.401 mmol) were added. The mixture was microwaved at 110 C for 20 min and then concentrated. 14 mg of product was recovered after automated reverse phase chromatography (water-MeCN). MS calcd for [Ci9Hi7F3N8+H]+: 415.16, found 415.20.

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, 3-Amino-5-cyclobutyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 52867-42-2, 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. 52867-42-2 name is Methyl 2-methyl-5-oxo-2,5-dihydro-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.

Substrate 2 (5g) was dissolved in DMF (10mL), phosphorus oxychloride (10mL) was added to the reaction system at room temperature, the temperature was raised to 100 degrees, the reaction was carried out for 5h, and the reaction system was poured into ice water, ethyl acetate (3* 30mL) extraction, drying of the organic phase, spin drying,Crude column chromatography (n-heptane: ethyl acetate = 1:5),The product was obtained in 3 (2 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, 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. category: pyrazoles-derivatives

General procedure: Compound m22 (1 eq.), amines (1 eq.), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.6 eq.) and 1-hydroxybenzotriazole (1.6 eq.) were dissolved in N,N-dimethylformamide. N,N-Diisopropylethylamine (3.6 eq.) was added to the solution. The mixture was stirred at room temperature overnight. The mixture was added water and extracted with ethyl acetate. The organic layer was washed with brine, dried with Na2SO4, concentrated and purified with sil gel chromatography to get the corresponding product.

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 1150271-23-0, name is tert-Butyl 4-bromo-1H-pyrazole-1-carboxylate, molecular formula is C8H11BrN2O2, 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. Product Details of 1150271-23-0

Add 1-Boc-4-bromopyrazole (24.7 g, 0.1 mol), bis(pinacolato)diboron (25.4 g, 0.1 mol) and catalyst [1,1′-bis (diphenylphosphino) ferrocene ] Palladium dichloride (0.74 g, 0.001 mol), potassium acetate (19.6 g, 0.2 mol), 200 ml of ethanol were added to the reaction bottle, and after removing the oxygen under reduced pressure, the nitrogen was heated to reflux, and the reaction was held for 16 hours. After monitoring the reaction of the raw materials, the filtrate was filtered. The filtrate was distilled off ethanol under reduced pressure. The residue was extracted with petroleum ether and purified to obtain 24.2 g of 1-Boc-4-pyrazoleboronic acid pinacol ester with a yield of 82.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1150271-23-0, its application will become more common.

Application of 118430-74-3, 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. 118430-74-3, name is 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Phenyl {3-[(2-aminopyrimidin-5-yl) ethynyl] phenyl} carbamate (Example 23) (100 mg), triethylamine (0.06 mL) and 3-cyclopropyl-1-methyl-lH-pyrazol-5-amine (60.0 mg) in THF (3 mL) were irradiated under microwave conditions (CEM explorer, 80C, 50W) for 60 min. The reaction mixture was concentrated in vacuo, purification by flash chromatography on silica using 1-10% MeOH in DCM as eluent to give the title compound as a cream solid (46 mg, 37%); ‘H NMR (DMSO-d6) 0.52-0. 59 (m, 2H), 0.76-0. 85 (m, 1H), 1.52 (s, 9H), 1.71-1. 82 (m, 1H), 5. 80 (s, 1H), 7.05-7. 08 (m, 1H), 7.09 (bs, 2H), 7.21-7. 35 (m, 2H), 7.70 (s, 1H), 7.90 (s, 1H), 8.40 (s, 2H), 8.94 (bs, 1H) ; MS m/e MH+ 416.

The synthetic route of 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.

Electric Literature of 35344-95-7, 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 35344-95-7 as follows.

To the stirred solution of lH-pyrazole-4-carbaldehyde 19-4 (200 mg, 2.08 mmol) in DMF (2 ml) in a sealed tube were added potassium carbonate (719.19 mg, 5.20 mmol, 314.06 uL) and bromocyclopropane 19-5 (251.80 mg, 2.08 mmol, 166.76 uL). The reaction mixture was heated at H0C for 16 hours and then cooled to room temperature, diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate and concentrated under reduced pressure. The crude material was purified by column chromatography to afford l-cyclopropylpyrazole-4-carbafdehyde 19-6 (25 mg, 183.62 umol, 8.82% yield) as gum. NMR (400 MHz, DMSO-d6) d 9.75 (s, 1H), 8.53 (s, 1H), 7.95 (s, 1 1 1 ), 3.86-3.82 (m, 1 1 1 ), 1. 10-1.08 (m, 2) 1 ).. 1.03-0.98 (m, 21 1).

According to the analysis of related databases, 35344-95-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 2075-45-8, The chemical industry reduces the impact on the environment during synthesis 2075-45-8, name is 4-Bromo-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Step 1. A mixture of 4-bromo-1H-pyrazole (150 g, 1.02 mol, 1.0 eq), 3,4-dihydro-2H-pyran (128 g, 1.50 mol, 1.5 eq) and trifluoroacetic acid (7.8 mL, 0.10 mol, 0.1 eq) was stirred at 80 C. for 16 h. Progress of the reaction was monitored by TLC (10% ethyl acetate-hexane Rf=0.4). After completion of reaction, the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and the solvents evaporated under reduced pressure to obtain 4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (180 g, 76%) as a brown oil. LCMS purity: 81.4%; (ES+): m/z 231.2 (M+H+); tr=1.88 min.

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

Related Products of 95162-14-4, 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. 95162-14-4, name is 4-Bromo-1-tritylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of bromopyrazole (5) (1. [0G,] 2. [56MOL),] [BORONIC ACID] (1) (0.7g, 2. [14MMOL),] and potassium carbonate (1.5g, 10. [7MMOL)] in degassed DME [(10ML)] was added [PDC12 [DPPF]] (0. 088g, [0.] [1MMOL).] The reaction mixture was then heated to [70C] under nitrogen for 24 hours. Solvent was then removed in vacuo, and the residue was partitioned between ethyl acetate and water. The organic portion was dried over sodium sulphate and solvent evaporated in vacuo to give the crude product. Purification via silica gel chromatography (ethyl acetate/petroleum ether 40-60 1: 4) gave the title compound (0.74g) LCMS [RT 4. 11 MIN, [CPH3] + 243]

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

Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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-Iodo-1-methyl-1H-pyrazole

General procedure: 4-Iodo-1-methyl-1H-pyrazole 1 (101 mg, 0.5 mmol) and phenylboronic 2 (59 mg, 0.5 mmol) were dissolved in DME (3 mL) and H2O (1.2 mL) in a microwave vial under a nitrogen atmosphere. Pd(PPh3)4 (2 mmol%, 11.6 mg) and Cs2CO3 (407.3 mg, 1.25 mmol) were added, and the reaction mixture was irradiated in a microwave apparatus at 90 C for 5-12 min. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by silica gel column chromatography using petroleum ether/acetone as eluent to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 39806-90-1, its application will become more common.