Category: pyrazoles-derivatives

326827-21-8, name is 3-Amino-5-cyclobutyl-1H-pyrazole, 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. Recommanded Product: 3-Amino-5-cyclobutyl-1H-pyrazole

Example 271: Preparation of 6-((4-((5-cydobutyl-lH-pyrazol-3-yl)amino)-5- (trifluorometh l) rimidin-2-yl)amino)-3,4-dihydroquinoli -2(lH)-one.6-((4-Chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)-3,4-dihydroquinolin-2(lH)-one (0.060 g, 0.175 mmol), 5-cyclobutyl-lH-pyrazol-3-amine (0.024 g, 0.175 mmol) and N-ethyl-N- isopropylpropan-2-amine (0.034 ml, 0.193 mmol) were mixed in DMF (2 ml). The mixture was microwaved at 130 C for 30 min and then concentrated. 14 mg of product was recovered after automated reverse phase chromatography (water- 10% THF in MeCN). MS calcd for[C2iH2oF3N70+H]+: 444.18 found 444.15.

The synthetic route of 326827-21-8 has been constantly updated, and we look forward to future research findings.

Application of 2075-45-8, 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 2075-45-8 as follows.

4-Bromo-lH-pyrazole (3674 mg, 25 mmol, 1.0 eq),CuI (95 mg, 0.5 mmol, 0.02 eq) and K2CO3 (7256 mg, 52.5 mmol, 2.1 eq) were added to a dry pressure tube equipped with a magnetic stirring bar. (570 mg, 5 mmol, 0.2 eq), 1-iodo-3-methoxybenzene (3.57 mL, 30 mmol, 1.2 eq) and solvent dioxane ) Was added in a nitrogen-filled glove box. The mixture was bubbled with nitrogen for 5 minutes. The tube was sealed prior to removal from the glove box.The mixture was stirred in an oil bath100At temperatureAnd stirred for 2 days.The mixture was then cooled to room temperature, filtered and washed with ethyl acetate. The filtrate was concentrated and the residue was purified by column chromatographyPurification via column chromatography on silica gel using ethyl acetate (20: 1-15: 1) gave 4.09 g of the desired product 4-bromo-1- (3-methoxyphenyl) Pyrazole 3 in 65% yield.

According to the analysis of related databases, 2075-45-8, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 31728-75-3, name is 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H8N2O2, 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. Quality Control of 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid

The 4-amino-l,5-dimethyl-lH-pyrazole used as a starting material was prepared as follows :-Under an atmosphere of argon, diisopropylethylamine (3.49 ml) and diphenylphosphoryl azide (2.37 ml) were added in turn to a stirred mixture of 1 ,5-dimethyl-l/J-pyrazole-4-carboxylic acid (1.4 g), fer/-butanol (4 ml) and 1,4-dioxane (40 ml) and the reaction mixture was stirred at ambient temperature for 10 minutes. The resultant mixture was heated to 110C for 3 hours. The solvent was evaporated and the reaction product was purified by column chromatography on silica using ethyl acetate as the eluent. There was thus obtained 4-(fert-butoxycarbonylamino)- 1,5 -dimethyl- lH-pyrazole (0.225 g); 1H NMR: (DMSOd6) 1.4 (s, 9H), 2.2 (s, 3H), 3.55 (s, IH), 6.0 (br s, IH), 9.3 (br s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 31728-75-3, its application will become more common.

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. 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-(Trifluoromethyl)-1H-pyrazole

Step B: methyl 4-(4-methyl-1-(4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)pent-1-en-2-yl)benzoate An oven-dried and nitrogen-cooled vial was charged with 4-trifluoromethyl pyrazole (77.0 mg, 0.56 mmol), quinolin-8-ol (10 mg, 0.07 mmol), copper (I) iodide (14 mg, 0.073 mmol), and potassium carbonate (140 mg, 1.0 mmol). A solution of methyl 4-(1-(4-bromophenyl)-4-methylpent-1-en-2-yl)benzoate (182.7 mg, 0.489 mmol) in dimethylsulfoxide (2.5 mL) was then added. The vial was capped and evacuated and back-filled with nitrogen four times. The reaction was then heated to 90 C. for 18 hours. The reaction was cooled to room temperature and partitioned between saturated ammonium chloride and ethyl acetate. The aqueous layer was extracted again with ethyl acetate, and the combined organics were dried over magnesium sulfate, filtered, and concentrated. Column chromatography (0-10% ethyl acetate in heptane) provided methyl 4-(4-methyl-1-(4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)pent-1-en-2-yl)benzoate (19.8 mg, 9.5%) as an approximate 1:1 mixture of E/Z isomers. 1H NMR (400 MHz, CDCl3, delta): 8.20 (s, 1H), 8.06 (s, 1H), 8.05-8.01 (m, 2H), 7.98-7.93 (m, 2H), 7.91 (s, 1H), 7.83 (s, 1H), 7.71-7.66 (m, 2H), 7.53-7.49 (m, 2H), 7.46-7.42 (m, 2H), 7.41-7.36 (m, 2H), 7.24-7.20 (m, 2H), 7.01-6.96 (m, 2H), 6.78 (s, 1H), 6.49 (s, 1H), 3.92 (s, 3H), 3.90 (s, 3H), 2.62 (d, J=7.2 Hz, 2H), 2.41 (dd, J=7.2, 1.0 Hz, 2H), 1.70-1.48 (m, 2H), 0.90 (d, J=6.6 Hz, 6H), 0.80 (d, J=6.6 Hz, 6H). MS (M+1): 429.3.

According to the analysis of related databases, 52222-73-8, 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. 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 15801-69-1

General procedure: The starting materials 1a or 5a (1 equiv) and (3-formylphenyl)boronic acid (1 equiv) were dissolved in a mixture of 1 M sodiumcarbonate aqueous solution (15 mL), EtOH (5 mL) and toluene(15 mL). After nitrogen substitution, Pd(PPh3)4 (0.05 equiv) wasadded. The reaction mixture was stirred at 80 C under nitrogenatmosphere for 12 h. The reaction mixture was cooled, and water(15 mL) was added. The mixture was diluted with AcOEt (15 mL),and the insoluble material was filtered off through Celite. Theorganic layer of the filtrate was washed with brine, dried overanhydrous sodium sulfate, and concentrated in vacuo. The residuewas purified by silica gel column chromatography using a mixtureof petroleum ether/ethyl acetate (10:1, v/v) as eluent to afford thedesired product 2a or 6a as a solid. 4.1.1.2. 3-(1,3,5-trimethyl-1H-pyrazol-4-yl)benzaldehyde (6a). Yield:48%; 1H NMR (300 MHz, DMSO-d6) d: 10.05 (s, 1H), 7.87-7.75 (m,2H), 7.70-7.56 (m, 2H), 3.72 (s, 3H), 2.24 (s, 3H), 2.15 (s, 3H).

The synthetic route of 15801-69-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 100114-57-6, name is 3-Cyclopropyl-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 100114-57-6, category: pyrazoles-derivatives

In a 50 mL round-bottomed flask was added 3-cyclopropyl-1H-pyrazole (2.0 g, 18 mmol), K2C03 (5.1 g, 37 mmol) and 5-bromo-2-fluorobenzonitrile (3.7 g, 18 mmol) in DMF (15 mL) to give a yellow suspension.Then reaction mixture was stirred at rt for overnight under nitrogen atmosphere. The excess DMF was distilled from the mixture at reduced pressure, and the residue was diluted with water (50 mL). The aq layer wasextracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine (1 x 25 mL). The organic solution was dried over Na2SO4, filtered and concentrated at reduced pressure to give crude product. The crude material was added to a silica gel column and was eluted with 2%-i 0% of ethyl acetate-petether to afford a white color solid (3.7 g, i2 mmol). ?H NMR (400 MHz, CD3OD) oe ppm 8.05 (d, J= 2 Hz, iH), 7.84 (d, J=2 Hz, iH), 7.76 (dd, J= 2, 8.8 Hz, iH), 7.70 (d, J= 8.8 Hz, iH), 6.22 (d, J 2 Hz, iH),2.00 (m, iH), i.00 (m, 2H), 0.86 (m, 2H).

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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. 35277-02-2, name is 4-Fluoro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H3FN2

To a solution of C30 (222 mg, 0.539 mmol) in N,N-dimethylformamide (3 mL) were added cesium carbonate (528 mg, 1.62 mmol) and 4-fluoro-1H-pyrazole (69.6 mg, 0.809 mmol). The reaction mixture was stirred overnight at room temperature, and then at 50 C. for 3 hours, whereupon it was diluted with water and extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over magnesium sulfate, filtered, concentrated in vacuo, and purified via chromatography on silica gel (Gradient: 10% to 65% ethyl acetate in heptane) to provide the product as a colorless oil. Yield: 148 mg, 0.455 mmol, 84%. LCMS m/z 326.4 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 7.37 (d, J=5.1 Hz, 1H), 7.32 (d, J=4.3 Hz, 1H), 4.88-4.80 (m, 1H), 4.15 (dd, half of ABX pattern, J=10.0, 6.0 Hz, 1H), 4.10 (dd, half of ABX pattern, J=10.2, 4.7 Hz, 1H), 3.68-3.56 (br m, 2H), 3.37-3.26 (m, 2H), 2.28 (dd, half of ABX pattern, J=13.7, 8.6 Hz, 1H), 2.17 (dd, half of ABX pattern, J=13.5, 5.3 Hz, 1H), 1.80-1.59 (m, 3H), 1.59-1.49 (m, 1H), 1.44 (s, 9H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 35277-02-2.

Application of 85290-80-8, 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 85290-80-8 as follows.

Step 2 Preparation of 1-methyl-1H-pyrazole-4-carboxylic acid A solution of 1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (300 mg, 1.95 mmol) in ethanol cooled to 0¡ã C. was treated with a 1N aqueous sodium hydroxide solution. The reaction was then warmed to 25¡ã C. and was stirred at 25¡ã C. for 18 h. At this time, the reaction was concentrated in vacuo and acidified to pH=2 with a 1N aqueous hydrochloric acid solution. This solution was extracted with ethyl acetate (3*50 mL). The organics were washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and dried in vacuo to afford 1-methyl-1H-pyrazole-4-carboxylic acid (193 mg, 78.5percent) as a white solid: LR-MS for C5H6N2O2 (M-H)+ at m/z=125.

According to the analysis of related databases, 85290-80-8, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, 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 120068-79-3, Formula: C11H5Cl2F3N4

General procedure: A mixture of compound A (5 mmol) and corresponding benzaldehyde (5 mmol) in 10 mL ethanol was refluxed for 24 hours in a reaction flask wrapped up by silver paper. Upon the reactions completed (monitored by TLC), tawny solids were obtained through suction filtration. The precipitates were washed with ethanol (5 mLx3) and recrystallized from ethanol with 50-84% yields.

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, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 632365-54-9, name is Methyl 5-amino-1H-pyrazole-3-carboxylate, 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 632365-54-9, COA of Formula: C5H7N3O2

Compound 260.3. Methyl 5-iodo-lH-pyrazole-3-carboxylate. Into a 100-mL three neck round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of methyl-5-amino-lH-pyrazole-3-carboxylate (compound 260.2, 1.0 g, 7.1 mmol) in a carefully prepared solution of sulfuric acid (15 mL) into water (30 mL)(Caution: addition of sulfuric acid to water is exothermic). The solution was cooled to 0 C, then a solution of NaN02 (0.53 g, 7.7 mmol) in water (5 mL) was added drop-wise. The resulting mixture was stirred for 2 h at 0 C, then a solution of KI (1.4 g, 8.4 mmol) in water (5 mL) was added drop-wise at 0 C. The resulting mixture was stirred overnight at room temperature, then the pH of the mixture was carefully adjusted to 7 with aqueous sodium bicarbonate (sat.). The mixture was extracted with ethyl acetate (3 x 50 mL) and the combined organic extracts were washed with brine (3 x 50 mL), dried (Na2S04), filtered and concentrated under reduced pressure. The residue was purified by a silica gel chromatography with ethyl acetate/petroleum ether (1 :5) as eluent to obtain the title compound as a yellow solid (0.6 g, 30%).

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