Category: 4027-57-0

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. 4027-57-0, name is Ethyl 5-methylpyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 5-methylpyrazole-3-carboxylate

Reference 4 Preparation of 3-formyl-5-methylpyrazole; Under nitrogen environment, 3-ethoxycarbonyl-5-methylpyrazole (1.0 g, 4.34 mmol) was dissolved in 15 ml of purified toluene, and DIBAL (8.68 ml, 8.62 mmol) was slowly added and stirred at -78C. The reaction progress and completion were confirmed using TLC (hexane : EtOAc = 6 : 1). Upon completion of the reaction, MeOH and water were slowly added to the reaction mixture and the resulting mixture was filtered through a celite bed, and the aqueous layer was extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (hexane : EtOAc : CH2Cl2 = 3 : 1 : 1) to obtain the title compound. Yield: 82.4% 1H NMR (300 MHz, CDCl3) delta 9.92 (s, 1H), 6.68 (s, 1H), 2.82 (s, 3H)

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:
Patent; Korea Institute of Science and Technology; EP1757590; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 4027-57-0, These common heterocyclic compound, 4027-57-0, name is Ethyl 5-methylpyrazole-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.

Step 1 : Ethyl 1 -[5-(Aminosulfonyl)pyridin-2-yl]-5-methyl-1 H-pyrazoIe-3-carboxylate |mm-1 ); To a solution of ethyl 3-methylpyrazole-5-carboxylate {500 mg, 3.24 mmol) in S mL of anhydrousDMSO was added 6-chIoropyridine-3-sulfonamide (623 mg, 3.24 mmol, Adams; J. Amer. Chem. Soc; 1949; 71; 387-390), followed by the addition of potassium tert-butoxide (400 mg, 3.56 mmol). The mixture was heated at 1000C in microwave for half hour. HPLC analysis showed one third of the starting material was consumed. The mixture was heated at 1000C for one more hour and diluted with water (50 mL) with rapidly stirring. The resultant suspension was filtered. The white solid was washed with water and dried under vacuum to give the title compound mm-1 (0.75 g, yield 75%), which was used without further purification. NMR provided in Table.The regiochemistry was confirmed with a 2D NOESY 1H NMR experiment that displayed a relationship as depicted on the structure below:Elemental Analysis: Calcd for C12H14N4O4S: C, 46.44; H, 4.55; N, 18.05. Found: C, 46.48; H, 4.56; N, 17.96.

The synthetic route of 4027-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/17932; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4027-57-0, name is Ethyl 5-methylpyrazole-3-carboxylate, 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 4027-57-0, Recommanded Product: 4027-57-0

A mixture of ethyl 5-methyl-1H-pyrazole-3-carboxylate (4.0 g, 25.95 mmol) and NBS (5.08 g, 28.54 mmol) in N,N-dimethylformamide (15 mL) was stirred at room temperature for 16 h. The mixture was taken up in EtOAc (200 mL) and the organics were washed with saturated brine solution. The organics were then separated and dried (Na2SO4) before concentrated to dryness. The crude was then purified by flash column chromatography (PE/EA=3/2) to give ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate (4.8 g, 79% yield) as a white solid. LCMS (ESI): [M+H]+=234.9.

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 5-methylpyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 4027-57-0, These common heterocyclic compound, 4027-57-0, name is Ethyl 5-methylpyrazole-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.

Reference 4; Preparation of 3-formyl-5-methylpyrazole; Under nitrogen environment, 3-ethoxycarbonyl-5-methylpyrazole (1.0 g, 4.34 mmol) was dissolved in 15 ml of purified toluene, and DIBAL (8.68 ml, 8.62 mmol) was slowly added and stirred at -78 C. The reaction progress and completion were confirmed using TLC (hexane:EtOAc=6:1). Upon completion of the reaction, MeOH and water were slowly added to the reaction mixture and the resulting mixture was filtered through a celite bed, and the aqueous layer was extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (hexane:EtOAc:CH2Cl2=3:1:1) to obtain the title compound. Yield: 82.4% 1H NMR (300 MHz, CDCl3) delta 9.92 (s, 1H), 6.68 (s, 1H), 2.82 (s, 3H)

Statistics shows that Ethyl 5-methylpyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 4027-57-0.

Reference:
Patent; Korea Institute of Science and Technology; US2007/49604; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics