Month: May 2021

Adding a certain compound to certain chemical reactions, such as: 277299-70-4, name is 2-(3,4-Dimethylphenyl)-5-methyl-1H-pyrazol-3(2H)-one, 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 277299-70-4, Product Details of 277299-70-4

1) Take 2-nitro-6-bromophenol 12%, potassium carbonate 5% and benzyl bromide 7% in turn, and pour into 120 ml of acetonitrile solution for reflux reaction.After the reflux reaction was heated to 90 C and the temperature was maintained at 90 C for 3 hours, the reflux was continued.The reflux apparatus was cooled to room temperature, the resulting solution was filtered and concentrated to a dry solid, and the solid was placed in a 100 ml glass dish, and 40 ml of a triethylamine liquid was added to continuously heat the glass dish.Until white crystals appear on the solid surface,The glass dish is cooled, the solid is washed and dried with water, and the above materials are reserved for use; 2) The material obtained in the step 1) is dissolved in 100 ml of ethyl acetate, washed successively with 50 ml of water and 50 ml of a saturated sodium chloride solution, and after washing, anhydrous sodium sulfate crystals are added for moisture absorption and drying. The solution is filtered and concentrated to dry crystals, and the above materials are reserved for use; 3) Take 5% potassium carbonate, 6% 3-carboxybenzeneboronic acid, 5% palladium dichloride,20 ml of dioxane and 40 ml of water were placed in a 100 ml glass dish to react with the material prepared in step 2).After heating to 50 C in the reaction state, keep the temperature at 50 C and a pressure of 1 MPa was added to the nitrogen to carry out a protective reaction for four hours.Then, the temperature is lowered, the liquid in the glass dish is filtered, and after distilling off the dioxane under reduced pressure, water and a 1 mol/L hydrochloric acid solution are added to adjust the pH.The solution was filtered to obtain a solid, and placed in a 100 ml glass dish, 80 ml of isopropanol and an aqueous solution prepared in a ratio of 3:1 were added to carry out recrystallization, and the above materials were reserved for use; 4) The material prepared in the step 3) is placed in a 350 ml solution of ethyl acetate, 2% of palladium on carbon is placed in the solution, and hydrogen is reacted for 10 hours.The solution was filtered and concentrated to dry crystals, placed in a 100 ml glass dish, 80 ml of methanol was added to recrystallize, and the above materials were reserved for use;5) Take 2-(3,4-dimethylphenyl)-1,2-dihydro-5-methyl-3H-pyrazol-3-one 8% in order and mix in a ratio of 1:1:2 70ml of sodium nitrate,Sodium bicarbonate and an aqueous solution are placed in a 100 ml glass dish to react with the material prepared in step 4).After the reaction is completed, 20 ml of ethanolamine is added and hydrogen is introduced to carry out the reaction to obtain Eltrombopag;

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, 2-(3,4-Dimethylphenyl)-5-methyl-1H-pyrazol-3(2H)-one, other downstream synthetic routes, hurry up and to see.

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. 25016-16-4, name is 1-(1H-Pyrazol-4-yl)ethanone, A new synthetic method of this compound is introduced below., Formula: C5H6N2O

2-Chloro-N-[(dimethylamino)methylene]-5-nitrobenzenesulfonamide (2.02 g, 6.94 mmol) and 1-(1H-pyrazol-4-yl)ethanone (1.00 g, 10.4 mmol) were dissolved in acetonitrile,powdered potassium carbonate (2.88 g, 20.8 mmol) was added and the reaction mixture was stirred at 10000 overnight. Then, it was concentrated in vacuo and was extracted with dichioromethane/water. The organic phase was washed again with brine, followed by drying over sodium sulfate and concentration in vacuo.As the protection group was partly lost, it was redissolved in DMF (6.6 mL) and 1,1- dimethoxy-N,N-dimethylmethanamine (0.882 g, 7.4 mmol) was added. It was stirred overnight, concentrated in vacuo and extracted with dichloromethane/water. The organic phase was washed again with brine, followed by drying over sodium sulfate and concentration in vacuo to provide 1 .3 g of crude N-[(dimethylamino)methylene]-2-(3-formyl-1 H-pyrazol-1-yl)-5-nitrobenzenesulfonamide.

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.

Reference of 78208-72-7, 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. 78208-72-7 name is Ethyl 3-isopropyl-1H-pyrazole-5-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.

To a mixture of compound 14-4 (2.2 g, i2 mmol) in a mixed solvent of ethanol (10 mL) and water (5 mL) was added NaOH (1.9 g, 48 mmol). The mixture was stirred at rt for 3 hours. After the reaction was complete, the mixture was adjusted with hydrochloric acid (1 M) to pH 2 and concentrated in vacuo to remove ethanol. The mixture was diluted with water (50 mL). The resulting mixture was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with saturated aqueous NaC1 solution, and dried over anhydrous Na2504 and concentrated in vacuo to give product 14-5 as a white solid (1.64 g, 88percent).

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

Electric Literature of 21230-43-3, 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. 21230-43-3, name is Ethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Compound 297; 2-Methyl-2,7-dihydropyrazolo[3,4-d]pyrimidine-4,6-dione; Compound 296 (2 g, 11.8 mmol) was melted at 200 C. with 6 g urea (large excess) for two hours. The reaction was permitted to cool to 40 C. and 20 mL water was added. The mixture was then boiled for 1 hour and stirred at room temperature overnight. Filtration and drying in vacuo afforded 1.86 g (95%) of a white solid. Compound 297: mp >300 C.; MS (ES+calculated: 166.14; found: 167.24 M+H). HPLC (100% purity, retention time 2.103 minutes-Method A); 1H NMR (400 MHz, DMSO-d6): 6 11.34 (br s, 1H), 10.66 (br s, 1H), 8.27 (s, 1H), 3.82 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Ethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

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. 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., category: pyrazoles-derivatives

General procedure B for the synthesis of the final product lb from intermediate E or K In a sealed tube, the bromo-intermediate E or K (0.08 mmole), t-BuONa (0.16 mmole) and the amine (0.16 mmole) were charged. The tube was filled with Argon, dry toluene (1.0 ml) was added and the mixture was stirred for 2 min. Then Pd2(dba)3 (0.0024 mmole) and t-BuXphos (0.016 mmole) were added and the vial was flushed with Argon and stirred for 2 min. The reaction mixture was then heated at 100 °C for 18h. The mixture was concentrated in vacuo and purified by flash chromatography eluting with ethyl acetate/n-heptane. To a solution of the purified product in dichloromethane (0.5ml) was added TFA (0.4 mmole) and the mixture was stirred at room temperature for 30 min. The mixture was diluted with dichloromethane and the organic layer was washed with saturated aqueous NaHC03, dried and evaporated. The crude material was purified by chromatography on NH2-silica using dichloromethane to give the pure final product lb. In case of using intermediate E, the coupling product was deprotected using CF3COOH as described above to give the pure final product lb.Example 36(S)-2-Amino-6-[2-fluoro-5-(2-methyl-2H-pyrazol-3-ylamino)-phenyl]-3,5,5,6-tetramethyl- 5,6-dihydro-3H-pyrimidin-4-oneThe coupling of [(S)-4-(5-bromo-2-fluoro-phenyl)- 1,4,5, 5-tetramethyl-6-oxo- 1,4,5, 6- tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (intermediate E8) and 2-methyl-2H- pyrazol-3-ylamine according to procedure B followed by deprotection yielded the title compound as a pale brown waxy solid. MS (ESI): m/z = 359.2 [M+H]+.

According to the analysis of related databases, 1192-21-8, the application of this compound in the production field has become more and more popular.

Synthetic Route of 360056-45-7,Some common heterocyclic compound, 360056-45-7, name is Methyl 4-amino-1H-pyrazole-3-carboxylate, molecular formula is C5H7N3O2, 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.

EXAMPLE 32 methyl 4-{[3-({[2-fluoro-5-(trifluoromethyl)phenyl]carbamoyl}amino)-benzyl]amino}-1H-pyrazole-3-carboxylate trifluoroacetate Compound 32 was prepared by direct reductive amination of methyl 4-amino-3-pyrazolecarboxylate. A solution of 44 mg of methyl 4-amino-3-pyrazolecarboxylate (0.31 mmol) and 100 mg of 1-(2-fluoro-5-trifluoromethylphenyl)-3-(3-formylphenyl)urea (see Example 2) in a mixture of 0.6 ml of DCE and 0.5 ml of DMF is treated with a solution of 59 mg of sodium cyanoborohydride in 0.5 ml of methanol and 0.05 ml of acetic acid. The mixture is stirred for 2 hours at 80 C. and then cooled and poured into 20 ml of water. The mixture is extracted with twice 20 ml of ethyl acetate. The combined organic phases are washed with water, dried over sodium sulfate and evaporated under vacuum. After purification by preparative HPLC, 20.8 mg of product 32 are isolated. (yield=12%). EIMS ([M+H]+): 452. RT=5.52 min (acetonitrile/water gradient from 5% to 85%-Method B).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-1H-pyrazole-3-carboxylate, its application will become more common.

Synthetic Route of 1395443-04-5, A common heterocyclic compound, 1395443-04-5, name is 3-Iodo-1,4-dimethyl-1H-pyrazole, molecular formula is C5H7IN2, 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.

xA 125 mL round bottomed flask with stir bar and fitted with a septum was backfilled with nitrogen three times, after which THF (7.0 mL) was added followed by 3-iodo-1,4-dimethyl-1H-pyrazole (Preparative Step 1D) (917 mg, 4.13 mmol). To this solution was added dropwise a 1.3 M solution of iPrMgCl.LiCl in THF (5.45 mL) and the mixture was stirred for 1 h at room temperature. N-Methoxy-N,1-dimethylcyclopent-3-ene-1-carboxamide (600 mg, 3.55 mmol) in THF (5 mL) was added dropwise. After stirring for 2 h, the reaction mixture was quenched with saturated aqueous NH4Cl (20 mL) and extracted with DCM (3*25 mL). The combined extracts were dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (EtOAc in heptane, 0-100%) to afford 500 mg (69%) of the title compound as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.14 (s, 1H), 5.70-5.64 (m, 2H), 3.90 (s, 3H), 3.20-3.12 (m, 2H), 2.44-2.36 (m, 2H), 2.30 (s, 3H), 1.52 (s, 3H).

The synthetic route of 1395443-04-5 has been constantly updated, and we look forward to future research findings.

Reference of 31108-57-3, These common heterocyclic compound, 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, 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.

To a mixture of 4-cyano-lH-pyrazole (315 mg, 3.39 mmol) in THF (3 mL) was added portionwise NaH (406 mg, 10.17 mmol, 60% in mineral oil) at 0C under N2. The mixture was stirred at 0C for 30 min, then intermediate 8 (1.6 g, 5.08 mmol) in THF (6 mL) was added to the mixture. The mixture was stirred at rt for 2 h. The mixture was dried under N2 and washed with i-PrOH and MTBE. The crude product was purified by recrystallization from i-PrOH (5 mL) to give the title compound (0.50 g, 24 %) as a white solid. LCMS [M-H]- 370.1 1H NMR (400 MHz, CD3OD) delta 8.61 (s, 1H), 8.11 (s, 1H), 7.95 (d, J = 6.4 Hz, 1H), 6.88 (s, 1H), 2.80-2.86 (m, 4H), 2.70-2.73 (m, 4H), 1.95-2.07 (m, 4H).

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 34334-96-8, name is 3-Methyl-5-nitro-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 34334-96-8, Recommanded Product: 3-Methyl-5-nitro-1H-pyrazole

A solution of 5-methyl-3-nitro-1 H-pyrazole (2 g, 15.7 mmol) in THF (20 mL) was cooled to 0 C. NaH (0.7 g, 17.32 mmol) was added portion-wise over 10 min under nitrogen atmosphere. The resulting suspension was stirred for 10 min then treated with Mel (2.2 g, 15.7 mmol), warmed to ambient temperature and stirred for 4h. The reaction mixture was diluted with saturated NH4CI solution (20 mL) and extracted with EtOAc (2 x 30 mL). The organics were washed with water (30 mL), brine (30 mL), dried (Na2S04) and concentrated in vacuo to give 1 ,5-dimethyl-3-nitro-1 H-pyrazole as a white solid (2 g, 91 %). 1 H NMR (300 MHz, CDCIs): delta = 6.71 (s, 1 H), 3.87 (s, 3H), 2.34 (s, 3H).

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.

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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

General procedure: Under the nitrogen atmosphere, a mixture of compounds 3a-d (0.24g, 1.0mmol), 1H-pyrazole-3-carboxylate (0.11g, 0.8mmol), K2CO3 (0.23g, 1.7mmol), (E)-N, N?-Dimethyl-1, 2-cyclohexanediamine (82mg, 0.96mmol), CuI (15mg, 0.08mmol) in DMF (5mL) were added in 25mL reaction vial, which was heated to 110C and stirred for 24h. Then the reaction mixture was cooled to room temperature and diluted with H2O (20mL), the resulting mixture was added EtOAc (20mL). The organic layer was separated, and the aqueous phase was extracted with EtOAc (15mL×3). The combined organic extracts were washed with brine (50mL), dried over anhydrous Na2SO4. After that, the organic phase was concentrated in a vacuum and was purified by flash column chromatography (6-12% EtOAc/petroleum ether) to afford the desired products 4a-d. Ethyl 1-(3-cyano-4-(isopropylthio)phenyl)-1H-pyrazole-4-carboxylate (4a). White solid (yield: 98.0%); 1H NMR (CDCl3) delta 8.44 (s, 1H, CH), 8.13 (s, 1H, CH), 8.05 (d, 1H, J=2.5Hz, Ar-H), 7.89 (dd, 1H, J=2.5, 8.6Hz, Ar-H), 7.64 (d, 1H, J=8.7Hz, Ar-H), 4.37 (q, 2H, J=7.1Hz, CH2CH3), 3.62 (m, 1H, CH(CH3)2), 1.44-1.40 (overlap, 3H, CH2CH3), 1.41-1.35 (d, 6H, J=1.4Hz, CH(CH3)2).

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.