Category: 20583-33-9

Electric Literature of 20583-33-9,Some common heterocyclic compound, 20583-33-9, name is 1-(1H-Pyrazol-3-yl)ethanone, molecular formula is C5H6N2O, 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 solution of 1-(1H-pyrazol-3-yl)ethan-1-one (14-S1, 1 equiv) in CH3CN (10 vol) was added tert-butyl 2-bromoacetate (14-S2, 1.1 equiv) and potassium carbonate (1.1 equiv). The mixture was refluxed overnight under an atmosphere of argon. After cooling the reaction mixture to room temperature, the mixture was filtered through Celite and washed with CH3CN. The filtrate was concentrated under reduced pressure and the remaining residue was purified by column chromatography on silica gel (eluted with DCM/EtOAc) to afford compound 14-S3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(1H-Pyrazol-3-yl)ethanone, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICAL, INC.; WILES, Jason Allan; PHADKE, Avinash S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel Charles; GREENLEE, William; EASTMAN, Kyle J.; (0 pag.)WO2018/160891; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 20583-33-9, The chemical industry reduces the impact on the environment during synthesis 20583-33-9, name is 1-(1H-Pyrazol-3-yl)ethanone, I believe this compound will play a more active role in future production and life.

Pyrazole viii (20 g, 0.18 mol) is dissolved in dimethylformamide (DMF) (300 mL), and cesium carbonate (70 g, 0.22 mol) is added, followed by tosylate xxvii (45 g, 0.19 mol). The mixture is stirred for 12 hours, then poured into ice cold water and extracted into ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, and concentrated. The residue is purified by flash column chromatography (10% ethyl acetate in petroleum ether) to give difluoride xxviii (2.56 g, 0.15 mol) in 83% yield.

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, 1-(1H-Pyrazol-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CLAVIUS PHARMACEUTICALS, LLC; SAWYER, J. Scott; (132 pag.)WO2020/41562; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 20583-33-9, These common heterocyclic compound, 20583-33-9, name is 1-(1H-Pyrazol-3-yl)ethanone, 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.

Pyrazole viii (30 g, 0.27 mol) and cesium carbonate (98 g, 0.30 mol) are dissolved in dimethyiformamide (DMF) (300 niL). 2-Bromopropane (30 mL, 0.32 mol) is added dropwise and the mixture is stirred for 12 hours. The mixture is poured onto water (1 L) and extracted into ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, and (0154) concentrated to give substituted pyrazole ix (22 g, 0.14 mol) as a pale yellow liquid winch is used without further purification.

Statistics shows that 1-(1H-Pyrazol-3-yl)ethanone is playing an increasingly important role. we look forward to future research findings about 20583-33-9.

Reference:
Patent; CLAVIUS PHARMACEUTICALS, LLC; SAWYER, J. Scott; (132 pag.)WO2020/41562; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 20583-33-9, name is 1-(1H-Pyrazol-3-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H6N2O

Example 18, Step B[00173] To a solution of compound 18b (31 g, 280 mmol) in CH3CN (500 mL) was added iodine (38 g, 150 mmol) and then eerie ammonium nitrate (164 g, 300 mmol) and the reaction mixture stirred for 24 hours at r.t. A cold solution of 5% aqueous NaHS03 was added to the reaction mixture and the mixture extracted with EtOAc (300 mL><3). The combined organic layers were dried over MgSO-t, filtered and concentrated in vacuo to give product 18c (65 g, 98%) which was used without further purification. According to the analysis of related databases, 20583-33-9, the application of this compound in the production field has become more and more popular. Reference:
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu; WO2012/6760; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 20583-33-9, 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. 20583-33-9 name is 1-(1H-Pyrazol-3-yl)ethanone, 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.

Reference Synthesis Example 118 (0768) 3-(1,1-Difluoroethyl)-1H-pyrazole (0769) To a dichloroethane solution (6.0 mL) of 1-(1H-pyrazol-3-yl)ethanone (300 mg, 2.73 mmol) and bis(2-methoxyethyl))amino-sulfur trifluoride (1.11 mL, 5.99 mmol), one drop of ethanol was added at 0 C. and the resultant mixture was stirred at room temperature for 1 hour and 30 minutes. After completion of the reaction, the reaction solution was added dropwise to saturated sodium bicarbonate aqueous solution at 0 C. After adding dichloromethane, the resultant mixture was washed with saturated sodium chloride aqueous solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residue was purified by column chromatography (hexane/ethyl acetate=3/1) to obtain the title compound (145 mg, yield 41%).

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