15801-69-1

Usage

Chemical Properties

White Crystalline Solid

InChI:InChI=1/C6H9BrN2/c1-4-6(7)5(2)9(3)8-4/h1-3H3

Upstream product

• 1072-91-9 1,3,5-trimethyl-1H-pyrazole 
• 3398-16-1 4-Bromo-3,5-dimethylpyrazole 
• 74-83-9 methyl bromide 

Downstream Products

• 387353-95-9 1,3,5-trimethyl-4-dimethylphenylsilylpyrazole 
• 1140502-27-7 C₂₆H₂₄ClN₅O₂S 
• 1195901-22-4 diphenyl-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amine 
• 1126365-90-9 N-[2-methyl-5-(1,3,5-trimethylpyrazol-4-yl)phenyl]-4-(pyridin-2-ylmethoxy)benzamide 
• 1360571-25-0 1,3,5-trimethyl-4-(phenylthio)-1H-pyrazole 
• 1269620-89-4 (tert-butyldimethylsilanyl)phenyl-(1,3,5-trimethyl-1H-pyrazol-4-yl)amine 
• 1269622-59-4 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-[hydroxy-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 1254163-39-7 N,N-dimethyl-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-terephthalamic acid methyl ester 
• 866587-80-6 3-(1,3,5-trimethylpyrazol-4-yl)benzaldehyde 
• 108161-13-3 4-cyano-1,3,5-trimethylpyrazole 
• 933995-28-9 1-[1,3,5-trimethyl-1-pyrazol-4-yl]-2-[2-methyl-5-phenyl-1-thien-3-yl]perfluorocyclopentene 
• 911689-62-8 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(2-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene 
• 911689-64-0 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(4-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene 
• 911689-63-9 1-(1,3,5-trimethyl-1-pyrazol-4-yl)-2-[2-methyl-5-(3-methoxyphenyl)-1-thien-3-yl]perfluorocyclopentene 

Relevant academic research and scientific papers

Halogenation of pyrazoles using N-halosuccinimides in CCl4 and in water

Reaction of pyrazoles with N-halosuccinimides (NXS, X=Br, Cl) in either CCl4 or water gave 4-halopyrazoles in excellent yields. The reaction was carried out under mild conditions and did not require any catalysts or special precautions. The reaction provides an efficient method for 4-C halogenation of pyrazoles. Copyright Taylor & Francis Group, LLC.

A mild and efficient method for halogenation of 3,5-dimethyl pyrazoles by ultrasound irradiation using N-halosuccinimides

The 4-halo-3,5-dimethyl pyrazoles have been synthetisized in good yields in short reaction times in the absence of a catalyst by reaction of 3,5-dimethyl pyrazoles with N-halosuccinimides (NBS, NCS and NIS) under ultrasound irradiation. Finally, the halogenation of pyrazoles with Br2, IC1 and I2 was showed in similar conditions.

Synthesis of pinacol esters of 1-alkyl-1H-pyrazol-5-yl- and 1-alkyl-1H-pyrazol-4-ylboronic acids

Starting from 1H-pyrazol, a wide number of 1-alkyl-1H-pyrazol-4-yl and 1-alkyl-1H-pyrazol-5-ylboronic acids and their pinacol esters were synthesized and characterized. The key step in the described methodology is the regioselective lithiation of the pyrazole ring. The synthesized pinacolates are stable under prolonged storage and can be used as convenient reagents in organic synthesis.