pyrazoles-derivatives

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. 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 176969-34-9

At room temperature under a nitrogen atmosphere, 14.0 parts of 1-methyl-3-difluoromethylpyrazole-4-carboxylic acid and 35.1 parts of xylene were mixed. The obtained mixture was heated at 100 C. To the obtained mixture was added dropwise 11.2 parts of thionyl chloride over 5 hours. The obtained mixture was stirred at 100 C. for 15 hours and then cooled to 40 C. Thionyl chloride and xylene were evaporated from the obtained reaction mixture under reduced pressure to obtain brown 1-methyl-3-difluoromethylpyrazole-4-carboxylic acid chloride.

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These common heterocyclic compound, 15366-34-4, name is Methyl 1H-pyrazole-3-carboxylate, 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. 15366-34-4

A mixture of methyl liT-pyrazole-3-carboxylate (500.0 mg, 3.96 mmol), 3- methoxyphenyl boronic acid (901.0 mg, 5.9 mmol), Cu(OAc)2 (1.43 g, 7.9 mmol) and TEA (2.7 mL, 19.7 mmol) in DCM (15 mL) was stirred at 40 C for 12 h under 02 atmosphere. The reaction mixture was then filtered. The filtrate was concentrated, and the residue was purified by flash silica gel chromatography (80 g column, EtOAc in petroleum ether from 0% -30%) to give methyl l-(3-methoxyphenyl)-liT-pyrazole-3-carboxylate (190 mg, 21% yield, the higher polarity) as a yellow oil ( LC-MS (ESI+) m/z: 232.9 (M+H)+) and methyl l-(3-methoxyphenyl)-liT-pyrazole-5-carboxylate (30.0 mg, 3% yield) as a yellow solid( LC-MS (ESI+) m/z: 232.9 (M+H)+).

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 15366-34-4.

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 113100-53-1 as follows. 113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid 3 (7.50 mmol) and SOCl2 (30 mmol) were refluxed for 4 h. After the reaction is completed, the excess of SOCl2 was evaporated to give 4 as a yellow liquid that was used without further purification.

According to the analysis of related databases, 113100-53-1, the application of this compound in the production field has become more and more popular.

39806-90-1, Adding some certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, 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 39806-90-1.

To a solution of 4-iodo-l-methyl-lH-pyrazole (153 mg, 0.736 mmol) in anhydrous DMSO (15 ml) was added intermediate 20.1-1 (190 mg, 0.613 mmol), (Irans)-N 1.N2-dimethylcyclohexane- 1, 2-diamine (34.9 mg, 0.245 mmol), potassium phosphate (391 mg, 1.840 mmol) and Cul (23.36 mg, 0.123 mmol). The resulting mixture was stirred at 90C under N2 protection for 12 hours. After cooling to room temperature, filtering and concentrating, the crude material was purified by pre-HPLC (TFA) to give example 20.2-1, ( R,R or 5′,5′)-5-chloro-6-(3-nuoro- 1 -(oxetan-3- yl)piperidin-4-yl)-l-(l-methyl-lH-pyrazol-4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for C19H22CIFN5O [M+H]+ 390, found 390. NMR (400 MHz, CD3OD) d 8.17 (s, 2H), 7.96 (s, 1H), 7.88 (s, 1H), 7.65 (s, 1H), 5.16-5.41 (m, 1H), 4.76-4.86 (m, 4H), 4.36 (q, J = 6.36 Hz, 1H), 4.01 (s, 3H), 3.69-3.85 (m, 2H), 3.41 (m, 1H), 2.85-3.03 (m, 2H), 2.27 (m, 1H), 1.95-2.11 (m, 1H). LRRK2 IC50 1.7 nM.

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 39806-90-1.

5932-27-4, 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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of tert-butyl ((2-chloro-6-((4,4- difluorocyclohexyl)amino)pyrimidin-4-yl)methyl)carbamate [003 ij (4.2 g, 15.178 mmol) and ethyl-1H-pyrazole-3-carboxylate [0005j (4.2 g, 15.178 mmol) in acetonitrile was added cesium carbonate (4.2 g, 15.178 mmol) and the reaction mixture was heated at 85 ¡ãC in sealed tube. After 2 h, the reaction mixture was filtered, washed with chloroform (50 mL). The combined filtrate was concentrated under reduced pressure to afford pale brown oil which was purified by column chromatography using 35percent ethyl acetate in hexane as eluent to afford ethyl 1 -(4-(((tert-butoxycarbonyl)amino)methyl)-6-((4,4- difluorocyclohexyl)amino)pyrimidin-2-yl)- 1 H-pyrazole-3 -carboxylate [0032j as a pale yellow solid (2.2 g). MS(M+1)=481.3.

The synthetic route of 5932-27-4 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 15366-34-4 as follows. 15366-34-4

a) Methyl 1-(2-methylprop-1-enyl)-1H-pyrazole-3-carboxylate The title compound was prepared using the procedure described in Example 17(a) starting from methyl 1H-pyrazole-3-carboxylate (8 g, 63.4 mmol) and 1-bromo-2-methyl propene (12.7 g, 95.2 mmol). The product was purified with flash chromatography. Yield 2.4 g. 1H-NMR (400 MHz; CDCl3): delta 1.81 (d, 3H), 1.87 (d, 3H), 3.93 (s, 3H), 6.70 (d, 1H), 6.87 (d, 1H), 7.47 (d, 1H).

According to the analysis of related databases, 15366-34-4, the application of this compound in the production field has become more and more popular.

These common heterocyclic compound, 4522-35-4, name is 3-Iodo-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. 4522-35-4

INTERMEDIATE 11 l-(4-Chlorophenyl)-3-iodo-lH-pyrazole To 3 -iodo- 1 H-pyrazole (743 mg, 3.83 mmol) in DMSO (10 mL) at 0 C, was added sodium hydride (60% in mineral oil, 184 mg, 4.60 mmol). The reaction was warmed to 25 C and stirred for 60 min before l-chloro-4-fluorobenzene (500 mg, 4.13 mmol) was added. The reaction mixture was stirred at 90 C for 2 days before quenching by the addition of water. The reaction mixture was extracted with EtOAc. The combined organic extracts were dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 0-20% EtOAc in hexanes) to give product, as a white solid. LCMS calc. = 304.93; found = 304.92 (Mu+Eta)+. NMR (500 MHz, CDC13): delta 7.73 (d, J= 2.5 Hz, 1 H); 7.64-7.61 (m, 2 H); 7.46-7.43 (m, 2 H); 6.66 (d, J= 2.5 Hz, 1 H).

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 4522-35-4.

288-13-1, A common compound: 288-13-1, name is 1H-Pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: In 50 mL round bottom flask, aryl halide (1.0 mmol), pyrazole (1.2 mmol), ligand (0.04 mmol), Cu2O (0.10 mmol), cesium carbonate (2.0 mmol), and dry solvent (20 mL) were placed under nitrogen atmosphere. The reaction mixture was heated in oil bath up to specified temperature under constant stirring for 20 h and then allowed to cool to room temperature. The reaction mixture was filtered through a plug of Celite in a fritted filter funnel and washed with ethyl acetate. If DMSO is used as solvent, it is extracted by washing the filtrate with 25 mL water for three times. The organic phase was dried over anhydrous MgSO4 and was removed under reduced pressure to provide the crude product which was purified by column chromatography on silica gel, using hexane and ethyl acetate in 3:1 ratio, respectively, as an eluent.

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.

A common heterocyclic compound, 1145-01-3, name is 3,5-Diphenyl-1H-pyrazole, molecular formula is C15H12N2, 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. 1145-01-3.

EXAMPLE 5 The preparation of 1 -methyl-3,5-diphenylpyrazole Five parts of 3,5-diphenylpyrazole are dissolved in 25 parts (by volume) of methyl isobutyl ketone. Solid anhydrous sodium hydroxide (1.1 parts) is added and the mixture is heated to 90C. Dimethyl sulfate (3.43 parts) is added and the mixture is next heated to 112C. to 115C. The reaction mixture is sampled after 1.5 hours, and no unreacted 3,5-diphenylpyrazole is found to be present. The reaction mixture is cooled to 50C., and 30 parts of water are added. The pH is next adjusted to between 11 and 12 by the addition of aqueous sodium hydroxide. The organic layer is washed twice with 30 parts water. For yield determination the methyl isobutyl ketone is removed in vacuo, producing 4.95 parts (93% crude yield) of an oil which crystallizes on cooling (melting point 52C. to 53C). Analysis of the product shows it to be 85.5% pure as 1-methyl-3,5-diphenylpyrazole.

The synthetic route of 3,5-Diphenyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

A common heterocyclic compound, 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C8H10F2N2O2, 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. 141573-95-7.

The azinium salt (10.0 g, 29.9 mmol) was suspended in 50 mL of toluene. A solution of NaOH (1.44 g, 36.0 mmol) in 50 mL of water was added and the biphasic mixture was heated to 60 C. for 3 h. The mixture was then cooled to rt, the phases split and the aqueous phase extracted with 20 mL of toluene. The combined org. phases were used in the next step without further purification. To the solution of the aminal in toluene were added ethyl alpha-ethoxymethylene-4,4-difluoro-3-oxobutyrate (6.64 g, 29.9 mmol) and p-TsOH monohydrate (0.57 g, 3.0 mmol). The solution was stirred overnight at rt, then heated to 60 C. for one hour. The solution was then cooled to it and extracted with 30 mL sat. NaHCO3 solution. The org. phase was used in the next step without further purification. To the org. phase was added 10% KOH solution (24.1 g). The biphasic mixture was heated to 60 C. and the disappearance of the ester monitored by GC. When the ester had completely vanished, the solution was cooled to rt. The phases were then split and the aqueous phase was heated to 55 C. Then, 30% H2SO4 solution (16 g) were added and stirring continued for 60 min. The solution was then cooled to 5 C. and the precipitated product removed by filtration. The precipitate was washed with cold water and dried under reduced pressure overnight (p<20 mbar, 50 C.). The product was obtained as a yellow powder (2.87 g, 16.3 mmol, 55% yield based on the azinium salt). 1H NMR (500 MHz, DMSO-d6): delta (ppm)=8.33 (s, 1H); 7.22 (t, J=54 Hz, 1H); 3.93 (s, 3H). 13C NMR (125 MHz, DMSO-d6): delta (ppm)=163.0; 145.1 (t, J=24 Hz); 136.1; 113.0 (t, J=3 Hz); 109.6 (t, J=234 Hz); 39.2. 19F NMR (470 MHz, DMSO-d6): delta (ppm)=-126.0 (d, J=54 Hz). mp=205 C. Purity (cal. HPLC): 97.1% (0.4% iso-DFP acid) The synthetic route of Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.