Tag: M.W:100-200

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.

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.

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.

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 2458-26-6 as follows. Formula: C9H8N2

Aromatic substrate 1b (0.1mmol), 3-phenylpyrazole 2m (0.15mmol), cuprous bromide (0.1mmol), potassium acetate (0.2mmol), DMSO (1.0mL) were added to the 15mL Schlenk tube, then directly sealed tube at 85 C for 12h. After the reaction was completed, the mixture was cooled to room temperature, and a small amount of ethyl acetate and ammonia were added to quench the reaction. The ethyl acetate was repeatedly extracted. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered under reduced pressure, and the solvent was evaporated under reduced pressure. The crude product was separated and purified by a preparative plate (DCM: MeOH = 35: 1) to obtain 3bm as a white solid, 29.4 mg, with a yield of 70%.

According to the analysis of related databases, 2458-26-6, the application of this compound in the production field has become more and more popular.

Reference of 119083-00-0, 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. 119083-00-0, name is 1-Methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of tert-butyl (3S,4R)-4-amino-3-(4-fluorophenyl)piperidine-1-carboxylate (275 mg), 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (236 mg), HATU (497 mg), triethylamine (0.3 mL) and DMF (4 mL) was stirred at room temperature for 15 hours. The reaction mixture was diluted with a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (403mg). MS: [M-H]- 469.3

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, 1-Methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Related Products of 402-61-9, These common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, 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 C N-r(4i?V6-(4-Chlorophenvn-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H- pyrano|”2,3-61pyridin-4-yl]-5-methyl-l.H-pyrazole-3-carboxamide.; A mixture of the product of Step B (300 mg, 0.69 mmol), S-methylpyrazole-S-carboxylic acid (105 mg, 0.83 mmol), PyBOP (540 mg, 1.04 mmol), and NEt3 (0.19 mL, 1.38 mmol) in 20 mL of CH2Cl2 was stirred at rt. After 16 h, the reaction mixture was diluted with Et2O (50 mL), washed with saturated aq NaHCO3 (3×50 mL) and brine (3×50 mL). The organic layer was separated, dried over MgSO4 and concentrated. Chromatography on a Biotage 40+S cartridge using 1 : 1 v/v EtOAc/Hexanes as the eluant afforded the title compound: 1H NMR delta 1.44 (s, 3H), 1.51 (s, 3H), 1.94 (t, J= 12.5, IH), 2.26-2.30 (m, 4H), 5.62 (m, IH), 6.58 (s, IH), 6.96 (d, J= 8.5, 2H), 7.12-7.29 (m, 5H), 7.69 (s, IH).

Statistics shows that 5-Methyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 402-61-9.

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. 5744-59-2, name is 1,5-Dimethyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H8N2O2

Example 2N-((ls,4s)-4-(l,5-dimethyl-lH-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(4′- hydroxy-2′-(morpholinomethyl)biphenyl-3-yloxy)nicotinamide Step (a) N-((ls,4s)-4-(l,5-dimethyl-lH-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2- (3-iodophenoxy)nicotinamideTo a solution of l,5-dimethyl-lH-pyrazole-3-carboxylic acid (0.123 g, 0.88 mmol) in dry DMF (10 mL) was added DIPEA (0.460 mL, 2.64 mmol) followed by HATU (0.334 g, 0.88 mmol). The mixture was allowed to stir for 10 min at RT. To this mixture was added N- ((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(3-iodophenoxy Nicotinamide (0.40Og, 0.88 mmol) and the mixture stirred overnight, poured onto water and the crude product collected by filtration, dried and used in step (c) without purification. [M+H]+ =577 (MultiMode+)

According to the analysis of related databases, 5744-59-2, the application of this compound in the production field has become more and more popular.