pyrazoles-derivatives

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. 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 112758-40-4

To a solution of 3 -methyl- lH-pyrazole-4-carbaldehyde (1 g, 9.08 mmol) in acetonitrile (10 mL) is added potassium carbonate (1.76 g, 12.71 mmol) and 2,3- difluornitrobenzene (1.73 g, 10.90 mmol) and the mixture is stirred at room temperature overnight. Water is added and the organic phase is extracted with ethyl acetate. Organic layer is dried over sodium sulfate and the solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate/hexane (20-80%) to give a 62% yield of a mixture of regioisomers containing the title compound as major product that is used with no further purification. NMR is consistent with desired structure, although mixture of regiosomers is detected: NMR (MeOD): 9.98 (s, 1H), 8.65 (d, 1H, J= 1.6 Hz), 7.99-7.26 (m, 3H), 2.49 (s, 3H). A mixture of l-(2-fluoro-6-nitro-phenyl)-3 -methyl- lH-pyrazole-4-carbaldehyde (620 mg; 2.49 mmol) (as major compound in a mixture of regioisomers in the pyrazole) and Iron (1.40 g) in ethanol (5.1 mL) and water (5.1 mL) with few drops of acetic acid is heated at 90C for 2h. After that time, it is filtered over celite, and eluted with more ethanol. Mixture is concentrated under vacuum, basified with sodium bicarbonate (saturated aqueous solution) and extracted with dichloromethane. Organic layer is decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure to give 500 mg of the title compound, as major product in a mixture of regioisomers in the pyrazole, that is used without further purification. MS (m/z): 220 (M+l).

The synthetic route of 112758-40-4 has been constantly updated, and we look forward to future research findings.

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. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 120068-79-3

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.

The synthetic route of 120068-79-3 has been constantly updated, and we look forward to future research findings.

3469-69-0, Adding a certain compound to certain chemical reactions, such as: 3469-69-0, name is 4-Iodopyrazole, 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 3469-69-0.

4-iodo-lH-pyrazole (5.03 g, 25.92 mmol, 1.0 eq) was dissolved in dry THF (40 mL), NaH (4.16 g, 60%, 4.0 eq) was added in portions. T he resulting mixture was stirred at rt for 30 min. To this mixture was added (2- (chloromethoxy)ethyl)trimethylsilane (6.47 g, 38.89 mmol, 1.5 eq) dropwise. The reaction was stirred at ambient temperature for 2 h, then poured into saturated aqueous NH4CI. The mixture was extracted with EA, washed with water, brine, dried over anhydrous sodium sulfate, and purified on silica gel column to afford desired 4-iodo-l -((2-(trimethylsilyl)ethoxy)methyl)-lH-pyrazole (7.5 g, 89%).

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-Iodopyrazole, 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. 139755-99-0, name is 1-Methyl-3-propyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 139755-99-0

To a solution of I-04a (9.5 g, 56.54 mmol) was dissolved in conc. H2S04 (40 mL). Then conc. H2S04:H NO3 (3.6 mL:8 mL) was added into the reactionmixture slowly, and stirred at 50 00 overnight. The reaction mixture was poured into ice-water and filtered, the filtrate cake was collected and concentrated under vacuo to give I-05a (8 g, 71 .11% yield). ESI-MS (Mi-i):214 calc. for C9H11N304: 213.1

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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. 82560-12-1 name is 3-Amino-5-tert-butylpyrazole, 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. 82560-12-1

3-(Tert-butyl)-lH-pyrazol-5-amine (0.32 g, 2.30 mmol) was treated with a solution of Intermediate 61b (1.04 g, 2.60 mmol) in toluene (4 mL) then potassium carbonate (0.68 g, 4.90 mmol), (IS, 2S)-N,N’-bis-methyl-l,2-cyclohexane-diamine (0.07 g, 0.47 mmol) and copper (I) iodide (0.022 g, 0.11 mmol) were added. The mixture was degassed then heated at 150 C for 1 h using microwave irradiation. Another portion of copper (I) iodide (0.022 g, 0.11 mmol) was added and the reaction mixture heated at 150 C for a further 1 h using microwave irradiation. The mixture was diluted with EtOAc and water and the phases separated. The aqueous layer was then extracted with EtOAc (2 x ). The combined organic layers were washed with brine, dried (Na2S04), filtered and evaporated in vacuo. The organic layer was evaporated in vacuo. The residue was purified by FCC, using 0-15% EtOAc in DCM, to give the title compound (0.14 g, 15%). LCMS (Method 3): Rt 3.87 min, m/z 418 [MH+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-5-tert-butylpyrazole, and friends who are interested can also refer to it.

2458-26-6,Some common heterocyclic compound, 2458-26-6, name is 3-Phenyl-1H-pyrazole, molecular formula is C9H8N2, 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.

General procedure: To a 25 mL of Schlenk tube equipped with a Teflon septum were added Imidazoles/Pyrazoles (0.4 mmol, 1.0 equiv) and KF (46.4 mg, 2.0 equiv) under Ar, followed by MeCN (3 mL) with stirring. 2 (0.40 mmol, 1.0 equiv) were added subsequently. After stirring for 12 h, the reaction mixture was concentrated. The residue was purified with silica gel chromatography to provide pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2458-26-6, its application will become more common.

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. 26621-44-3, name is 3-Nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 26621-44-3

General procedure: 3-methoxy-1H-pyrazole 14f (0.15 g, 1.53 mmol) was dissolved in dry pyridine (15 mL) and DMAP (0.02 g, 1.15 mmol) was added, followed by hexyl isocyanate (0.33 mL, 2.3 mmol). The resulting solution was stirred under nitrogen atmosphere at rt for 12 h. The solvent was evaporated under reduced pressure and the two regioisomers 23f and 24f were obtained in a ratio of 92:8, determined by 1H NMR of the crude. The mixture was separated by silica gel column chromatography using cyclohexane/EtOAc. 23f eluted with cyclohexane/EtOAc 99.5:0.5 and 24f eluted with cyclohexane/EtOAc 90:10.

The synthetic route of 26621-44-3 has been constantly updated, and we look forward to future research findings.

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

General procedure: First, Pd/AlO(OH) NP catalyst (40.0 mg, 0.16 mmol %) and 1 mL of H2O/MeOH (v/v = 1/1) were added to a Schlenk tube. Next, the halogenated compound (0.25 mmol) was added. Finally, NaBH4 (0.75 mmol) was added to the reaction mixture and the vessel was closed. The reaction then continued during vigorous stirring under ultrasonic conditions at room temperature and was monitored by GC. Most of the reactions were completed over a time period of 1.5 – 4 h. After completion of the reaction, the catalyst was removed via simple centrifugation at 6000 rpm and then washed three times with methanol and water and allowed to dry for further use. The solvent was evaporated under vacuum. The products were purified by flash column chromatography and the dehalogenated products were then determined by 1H NMR.

The synthetic route of 4-Iodo-1-methyl-1H-pyrazole 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 35277-02-2 as follows. 35277-02-2

(5)-3-(4-Fluoro- lH-pyrazol- l-yl)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)- propanamide (C14H12F4N4O4) (1046) (0902) 1046 [00415] To a dry, nitrogen-purged 100 mL round-bottom flask equipped with a dropping funnel under argon atmosphere containing 4-fluoro-lH-pyrazole (691 mg, 8.03 mmol), NaH of 60% dispersion in mineral oil (674 mg, 16.9 mmol) was added in 60 mL of anhydrous THF solvent at ice- water bath. The mixture was stirred 30 min at the ice- water bath. Into the flask through dropping funnel, a solution of ( ?)-3-bromo-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide (2.98 g, 8.03 mmol) in 10 mL of anhydrous THF was added under argon atmosphere at the ice-water bath, and stirred overnight at RT. After adding 1 mL of H2O, the reaction mixture was condensed under reduced pressure, and then dispersed into 50 mL of EtOAc, washed with 50 mL (x 2) water, evaporated, dried over anhydrous MgS04, and evaporated to dryness. The mixture was purified with flash column chromatography using as an eluent EtOAc/hexane in a 1:2 ratio to produce the titled compound (2.01 g, 67%) as yellow solid. (0903) [00416] Compound 1046 was characterized as follows: NMR (400 MHz, CDC13) delta 9.14 (bs, 1H, NH), 8.01 (s, 1Eta), 7.97-7.91 (m, 2Eta), 7.38 (d, = 3.6 Hz, 1H), 7.35 (d, = 4.4 Hz, 1H), 5.95 (s, 1H, OH), 4.56 (d, = 14.0 Hz, 1H), 4.17 (d, = 14.0 Hz, 1H), 1.48 (s, 3H); 19F NMR (CDCI3 decoupled) delta -60.13, -176.47; MS (ESI) mJz 375.08 [M – H] ~; 377.22 [M + H] +; 399.04 [M + Na] +.

According to the analysis of related databases, 35277-02-2, 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 27258-33-9 as follows. 27258-33-9

Example 4; Influence of the ligand Using the optimal conditions [Example 2] which leads to 85-87% ee with the ligand sd499, a ligand screening with a variety of N,O-ligands was carried out. The results are given in the following table. The best results were obtained with the ligands sd311b (91% ee) and commercially available (S)-2-piperidinyl-1,1,2-triphenylethanol at 5 mol% scale. As the latter one is known to be a somewhat slower ligand than the paracyclophane-based ligands and the derivatives of sd499, we repeated the experiment with 10 mol% of (S)-2-piperidinyl-1,1,2-triphenylethanol. This experiment gave 93% ee. The ligand is available in both enantiomeric forms.

According to the analysis of related databases, 27258-33-9, the application of this compound in the production field has become more and more popular.