Month: March 2021

Application of 162758-35-2, 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. 162758-35-2 name is 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, 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.

To a suspension of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid (3.82 g, 10 mmol) in toluene (75 ml) was added thionyl chloride (3.64 ml, 50 mmol) and the mixture was refluxed for 3 hours and then cooled to the room temperature. The solvent was evaporated off under the reduced pressure. The residue was redissolved in toluene (30 ml) and the solvent was evaporated off again (procedure repeated twice) to yield the carboxyl chloride (3.94 g, 98% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, and friends who are interested can also refer to it.

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. 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 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). To a solution of l-(2-amino-6-fluoro-phenyl)-3-methyl-lH-pyrazole-4- carbaldehyde (500 mg, 2.28 mmol) (as major compound in a mixture of regioisomers in the pyrazole) in dichloromethane (15.21 mL), pyridine (553.31 muKappa) is added. Then, methyl chloroformate (194.17 mu) is added dropwise at 0C and the mixture is stirred at room temperature for 30 min. Water is added and the mixture is extracted with dichloromethane. Organic layer is decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate and hexane to give 418 mg of the title compound. MS (m/z): 278 (M+l). To a solution of methyl N-[3-fluoro-2-(4-formyl-3-methyl-pyrazol-l- yl)phenyl]carbamate (335 mg, 1.2 mmol) (as major compound in a mixture of regioisomers in the pyrazole) in tetrahydrofuran (6 mL) under nitrogen atmosphere and cooled to 0C, sodium hydride (60% in mineral oil) (58.3 mg) is added. Then, methyl iodide (0.4 mL) is added and the reaction mixture is stirred at 0C for 1 hour. After that time, water is added and the mixture is extracted with ethyl acetate. Organic layer is decanted, dried over sodium sulfate and solvent evaporated. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate and hexane to give 287 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): 292 (M+l). To a solution of 2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4′- piperidine] (210 mg, 0.75 mmol) in dichloromethane (3.00 mL), methyl N-[3-fluoro-2-(4- formyl-3-methyl-pyrazol-l-yl)phenyl]-N-methyl-carbamate (284.27 mg) (as major compound in a mixture of regioisomers in the pyrazole) is added. The mixture is stirred 10 min at room temperature. Then, sodium triacetoxyborohydride (331.5 mg) is added, and the reaction is stirred at room temperature overnight. The mixture is diluted with dichloromethane and quenched slowly with sodium bicarbonate (saturated solution). The organic phase is then extracted with more dichloromethane, decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent dichloromethane and methanol to give 160 mg of methyl N-[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2, 3-c]pyran-7,4′- piperidine]- -yl)methyl]-3-methyl-pyrazol-l-yl]-3-fluoro-phenyl]-N-methyl-carbamate. MS (m/z): 555 (M+l).The tartrate salt is essentially prepared as described in Example 1. MS (m z): 555 (M+l).

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

Synthetic Route of 5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Complex NiL2*4H2O was synthesized in the reaction on the warm ethanolic solutions of Ni(CH3COO)2 and 4-nitro-3-pyrazolecarboxylic acid ligand (L) mixed in molar ratio 1:2. After 6 h, the microcrystalline product was filtered off and washed with ethanol.

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-Nitro-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 131797-35-8, name is 5-Chloro-3-(trifluoromethyl)-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 131797-35-8, Safety of 5-Chloro-3-(trifluoromethyl)-1H-pyrazole

To a solution of 2-chloro-7-(chloromethyl)-N-ethyl-5-oxo-5H-[l,3]thiazolo[3,2-a]pyrimidine- 3-carboxamide (2 g, 6.53 mmol) in acetonitrile (10 mL) was added 5-chloro-3-(trifluoromethyl)-lH- pyrazole (872 mg, 5.11 mmol), potassium iodide (542 mg, 3.26 mmol), and potassium carbonate (1.8 g, 13 mmol). The resulting mixture was stirred for 1 h at 80 C and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/petroleum ether (1/1) to afford of 2-chloro-7-[[5-chloro-3-(trifluoromethyl)-lH-pyrazol-l-yl]methyl]-N-ethyl-5-oxo-5H- [l,3]thiazolo[3,2-a]pyrimidine-3-carboxamide (1.1 g, 38%) as a yellow solid. LCMS (ESI): M+H + = 441.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-3-(trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

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 309740-49-6 as follows. category: pyrazoles-derivatives

Compound 7: 10% wt. Pd/C (0.15 g, 0.14 mmol) was added to a solution containing 6 (0.26 g, 1.4 mmol) in 10 mL of methanol. The mixture was stirred under a hydrogen atmosphere at ambient temperature. After 3 hours, the reaction mixture was filtered thru a plug of Celite. The resulting filtrate was concentrated under reduced pressure to afford 7 (0.20 g, 91%), ES (+) MS m/e=156 (M+1).

According to the analysis of related databases, 309740-49-6, the application of this compound in the production field has become more and more popular.

Related Products of 2458-26-6, 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. 2458-26-6, name is 3-Phenyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of ethyl2-chloronicotinate (2 g, 10.78 mmol) and 3-phenyl-1H-pyrazo1e (2.33 g, 16.16 mmol) in DMF (30 mL) was added K2C03 (4.47 g, 32.33 mmol)and Kl (1.79 g, 10.78 mmol). The mixture was stirred at 130 oc for 16h. The reaction wasfiltered, the filtrate was added I-hO (100 mL), extracted with EA (30 mL x2), the organicphase was washed with brine ( l 00 mL ), filtered, and concentrated. The residue was purifiedby flash silica gel chromatography (ISCO; 40 g SepaFlash Silica Flash Column, Eluent of15(% Ethyl acetate/Petroleum ethergradient 40 mUmin). Compound 113A (1 g, yield:28.5%) was obtained as a white solid. 1H NMR (400MHz, CDCh) 8 8.49 (dd, J = 1.7, 4.6Hz, lH), 8.42 (d, J”‘ 2.4 Hz, 1H), 7.94 (dd, J ‘” 1.7, 7.6 Hz, lH), 7.89- 7.78 (m, 2H), 7.40 (t,J “‘ 7.3 Hz, 2H), 7.33 (br d, J ‘” 7.3 Hz, H-I), 7.29 – 7.23 (m, HI), 6.79 (d, J “‘ 2.7 Hz, HI),4.45- 4.25 (m, 2H), 1.14 (t, J = 7.2 Hz, 3H). MS (ESl) m/z (M+Ht294.1.

The chemical industry reduces the impact on the environment during synthesis 3-Phenyl-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Electric Literature of 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.

A 50 mL of flask was charged with 2.62 g of 3-fluorobenzenebromide (15 mmol), 1.40 g of ethyl 1-H-pyrazole-3-carboxylate (10 mmol), 400 mg of CuI (2.0 mmol), 4.5 g of K2CO3 (3.3 mmol) and 0.9 mL of trans-N,N’-dimethylcyclohexayldiamine (2.0 mmol). The resulting mixture was stirred at 140¡ã C. for 3 h. After the mixture was cooled down to room temperature, it was diluted with 200 mL EtOAc and then was washed with water (2*50 mL), and brine (2*50 mL). The organics were dried over MgSO4 and concentrated under reduced pressure. The residue was purified via flash column chromatography on silica gel (0-25percent EtOAc in hexanes) to give the desired product (1.17 g, 50percent).

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 67-51-6, 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 67-51-6 as follows.

General procedure: NaH (60mmol) was added to the solution of 3,5-dimethylpyrazole or 3,5-diisopropylpyrazole (50mmol) in THF (40ml) at room temperature. The resulting mixture was stirred for 1h, and then CH3I (50mmol) was added. After the reaction mixture was continuously stirred overnight at room temperature, water (100ml) was added slowly. The solution was extracted with ethyl acetate (3¡Á50ml). The organic layers were combined, washed with saturated brine and dried over anhydrous MgSO4. The solvent was removed in vacuo to give the expected products. (0012) 1,3,5-Trimethylpyrazole, yield: 46%. 1H NMR: delta 2.18 (s, 3H), 2.19 (s, 3H) (CH3), 3.67 (s, 3H, NCH3), 5.76 (s, 1H, H4 of pyrazole) ppm. 13C NMR: delta 11.0, 13.4 (CH3), 35.6 (NCH3), 104.8 (C4 of pyrazole), 139.0, 147.0 (C3 and C5 of pyrazole) ppm.

According to the analysis of related databases, 67-51-6, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, molecular formula is C5H8N2O, 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: 180207-57-2

A mixture ofthionyl chloride (6.318 g, 53.55 mmol) and 2-(1H-pyrazol-4-yl)ethan-1-ol (2.0 g, 17.85 mmol) washeated to 70″C for 15 minutes. The reaction mixture was concentrated under reduced pressure, the residuewas triturated with ethanol/diethyl ether to the title compound (2.3 g, 98%) as an off-white solid.LC-MS (method 6): Rt = 1.61 min; m/z = 131.06 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 180207-57-2, its application will become more common.

Some common heterocyclic compound, 217073-76-2, name is 1-(4-Fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid, molecular formula is C11H9FN2O2, 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: 217073-76-2

General procedure: To a solution of II (1-2 eq.) in dry DMF, dioxane or dichloromethane, particularly dry DMF (dimethylformamide) (3-10 ml) were added IV (1 mmol). HBTU (2-(lH-Benzotriazole-l-yl)- 1,1,3,3-Tetramethyluroniurn hexafluorophosphate) (1 -1.4 eq.), DIPEA (N,N- Diisopropylethylamine) (1-5 eq.) or triethylamine (5 eq.), particularly DIPEA, and optionally DMAP (4-Dimethylaminopyridine ) (0.1 eq.) were also added to the reaction mixture. The reaction temperature was usually in the range of from rt to 85 C, particularly rt. The reaction was usually allowed to process overnight (which as used herein specifies a duration of approximately between 12 and 24 h, depending on the reaction velocity). After completion of the reactions, the reaction solution was subjected to one or more after- treatments including: A) Extraction with organic solvents: The residue obtained from the reaction was dissolved in an organic solvent (such as ethyl acetate or dichloromethane) and was washed at least once with an aqueous 5% NaHC03, aqueous 5% citric acid and water. The organic layer was dried over magnesium sulfate and concentrated in vacuo. B) Chromatography: The crude product obtained from the reaction was purified by column chromatography on a silica gel flash column, by preparative TLC (thin layer chromatography) or preparative HPLC (high pressure liquid chromatography) with a defined eluent proportion. After completion of the reaction, the crude product was purified by siliga gel flash column chromatography (CHCl3/EtOH = 80:1 + 1 drop of HOAc). C) Recrystallization: The crude product was crystallized from ethanol (with activated carbon). D) Precipitation: After completion of the reaction, the reaction mixture was diluted with water, hexane or an aqueous Na2C03-solution and/or was poured into ice water and the formed precipitate was filtered off. E) Washing: The obtained solid (e.g. obtained by filtration) was washed with water, aqueous HC1 or Na2C03-solution and/or organic solvents. F) Suspending, followed by filtration: The crude product was suspended in Et20 (diethyether), filtered off and dried. G) Neutralization and recovery: After completion of the reaction, the solvent was evaporated in vacuo, water was added and the precipitate was formed. An aqueous 3% ammonia solution, or alternatively a sodium hydrogen carbonate solution was added to the suspension till pH = 8. After 30 min of stirring the precipitate was filtered off or the dissolved product was extracted

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 217073-76-2, its application will become more common.