3-bromo-1-methyl-5-phenyl-1H-pyrazole

Base Information

• Chemical Name: 3-bromo-1-methyl-5-phenyl-1H-pyrazole
• CAS No.: 1785580-89-3
• Molecular Formula: C₁₀H₉BrN₂
• Molecular Weight: 237.099

Synonyms:

Chemical Property of 3-bromo-1-methyl-5-phenyl-1H-pyrazole

Chemical Property:

• Boiling Point: 321.0±22.0 °C(Predicted)
• Density: 1.44±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-1-methyl-5-phenyl-1H-pyrazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-1-methyl-5-phenyl-1H-pyrazole

There total 4 articles about 3-bromo-1-methyl-5-phenyl-1H-pyrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

3-bromo-1-methyl-5-phenyl-4,5-dihydro-1H-pyrazole → 3-bromo-5-phenyl-1H-pyrazole (1092533-03-3) + 3-bromo-1-methyl-5-phenyl-1H-pyrazole (1785580-89-3)

Guidance literature:

With sodium hypochlorite; potassium phosphate; potassium bromide; In dichloromethane; water; at 0 - 5 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.7b03282

Reference yield: 48.72%

3,5-bibromo-1-methyl-1H-pyrazole (1361019-05-7) + phenylboronic acid (98-80-6) → 3-bromo-1-methyl-5-phenyl-1H-pyrazole (1785580-89-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 16h; Inert atmosphere; Sealed tube;

Reference yield:

isopropyl cinnamate (7780-06-5) → 3-bromo-5-phenyl-1H-pyrazole (1092533-03-3) + 3-bromo-1-methyl-5-phenyl-1H-pyrazole (1785580-89-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / isopropyl alcohol / 60 - 65 °C / Inert atmosphere

1.2: 84 h / 65 °C / Inert atmosphere

2.1: tetraethylammonium bromide; triethylamine / dichloromethane / 20 - 35 °C / Inert atmosphere

2.2: 2 h / 0 - 30 °C / Inert atmosphere

2.3: 0.5 h / 20 - 25 °C / Inert atmosphere

3.1: potassium bromide; potassium phosphate; sodium hypochlorite / water; dichloromethane / 6 h / 0 - 5 °C / Inert atmosphere

With sodium hypochlorite; potassium phosphate; tetraethylammonium bromide; triethylamine; potassium bromide; potassium hydroxide; In dichloromethane; water; isopropyl alcohol;

DOI:10.1021/acs.joc.7b03282

upstream raw materials:

isopropyl cinnamate

1-methyl-5-phenylpyrazolidin-3-one

3,5-bibromo-1-methyl-1H-pyrazole

phenylboronic acid

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