2-Methyl-2H-indazole-4-boronic acid pinacol ester

Base Information

• Chemical Name: 2-Methyl-2H-indazole-4-boronic acid pinacol ester
• CAS No.: 885698-95-3
• Molecular Formula: C14H19BN2O2
• Molecular Weight: 258.128
• Hs Code.: 2934999090
• Mol file: 885698-95-3.mol

Synonyms:2-Methyl-2H-indazole-4-boronic acid pinacol ester;2-Methylindazole-4-boronic acid pinacol ester;2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole;2-Methylindazole-4-boroni...

Chemical Property of 2-Methyl-2H-indazole-4-boronic acid pinacol ester

Chemical Property:

• Vapor Pressure: 2.21E-06mmHg at 25°C
• Boiling Point: 404.4°C at 760 mmHg
• PKA: 1.03±0.30(Predicted)
• Flash Point: 198.4°C
• PSA: 36.28000
• Density: 1.11g/cm³
• LogP: 1.87250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

2-Methylindazole-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-2H-indazole-4-boronic acid pinacol ester

There total 3 articles about 2-Methyl-2H-indazole-4-boronic acid pinacol ester 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: 94.4%

4-bromo-2-methylindazole (590417-93-9) + bis(pinacol)diborane (73183-34-3) → 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (885698-95-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; at 85 ℃; for 12h;

Reference yield:

methyl iodide (74-88-4) → 1-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole (885698-94-2) + 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (885698-95-3)

Guidance literature:

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole; With sodium hydride; In N,N-dimethyl-formamide; at -78 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at -78 - 20 ℃;

Reference yield:

4-bromoindazole (186407-74-9) → 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole (885698-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h

1.2: 3 h / 25 °C

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 12 h / 85 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In N,N-dimethyl-formamide;

upstream raw materials:

methyl iodide

4-bromo-2-methylindazole

bis(pinacol)diborane

4-bromoindazole

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