Category: 5932-34-3

Synthetic Route of 5932-34-3, 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. 5932-34-3, name is Ethyl 4-bromo-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a microwave vial was added isopropyl alcohol (10 mL), ethyl 4-bromo-1H-pyrazole-3-carboxylate (from ChemBridge) (788 mg, 3.60 mmol), 1,8-diazabicyclo[5.4.0]undec-7-ene (48.9 muL, 0.327 mmol) and 4-[3-(cyanomethylene)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide (from Example 4 step 4, 1.13 g, 3.27 mmol). The reaction mixture was stirred at 80 C. for 2 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was purified with flash chromatography (eluting with 0-35% ethyl acetate in hexanes) to give the desired product as white foam. 1H NMR (500 MHz, DMSO) delta 8.61 (s, 1H), 8.47 (d, J=8.7 Hz, 1H), 7.34 (dd, J=12.5 and 6.3 Hz, 1H), 6.62 (dd, J=11.9 and 7.3 Hz, 1H), 4.76 (dt, J=15.5 and 7.8 Hz, 1H), 4.61 (d, J=9.2 Hz, 2H), 4.39 (d, J=8.0 Hz, 2H), 4.32 (q, J=7.1 Hz, 2H), 3.68 (s, 2H), 1.31 (m, 6H) ppm. LCMS calculated for C21H20BrF5N5O3 (M+H)+: m/z=564.1. Found: 563.8.

The synthetic route of Ethyl 4-bromo-1H-pyrazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhuo, Jincong; Qian, Ding-Quan; Mei, Song; Cao, Ganfeng; Pan, Yongchun; Li, Qun; Jia, Zhongjiang; US2014/343030; (2014); 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. 5932-34-3, name is Ethyl 4-bromo-1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Ethyl 4-bromo-1H-pyrazole-3-carboxylate

A) ethyl 4-bromo-1-(2,6-difluorobenzyl)-1H-pyrazole-3-carboxylate A solution of ethyl 4-bromo-1H-pyrazole-3-carboxylate (2.07 g) in THF (10 mL) was added to a solution of sodium hydride (60%, 0.454 g) in THF (10 mL) at 0C, and the mixture was stirred at 0C for 5 min. To the reaction mixture was added dropwise 2-(bromomethyl)-1,3-difluorobenzene (2.152 g) at 0C, and the mixture was gradually warmed to room temperature, and stirred overnight at room temperature. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.16 g). MS: [M+H]+ 345.1.

According to the analysis of related databases, 5932-34-3, the application of this compound in the production field has become more and more popular.