3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 936250-20-3
• Molecular Formula: C10H17BN2O2
• Molecular Weight: 208.068
• Hs Code.: 29349990
• Mol file: 936250-20-3.mol

Synonyms:5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property of 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

Chemical Property:

• Vapor Pressure: 8.99E-05mmHg at 25°C
• Melting Point: 129-134 °C
• Refractive Index: 1.487
• Boiling Point: 350.3 °C at 760 mmHg
• PKA: 13.92±0.50(Predicted)
• Flash Point: 165.6 °C
• PSA: 47.14000
• Density: 1.07 g/cm³
• LogP: 1.01730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

3-Methyl-1H-pyrazole-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: suzuki reaction

Technology Process of 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

There total 3 articles about 3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-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: 100.0%

→ 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (936250-20-3)

Guidance literature:

Reference yield: 50.0%

tert-butyl 4-bromo-3-methyl-1H-pyrazole-1-carboxylate (1021919-24-3) + bis(pinacol)diborane (73183-34-3) → 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (936250-20-3,1430754-36-1)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 90 ℃; for 18h;

Reference yield: 38.0%

3-Methylpyrazole (1453-58-3) + bis(pinacol)diborane (73183-34-3) → 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (936250-20-3,1430754-36-1)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 80 ℃; for 21h; Inert atmosphere; Glovebox;

DOI:10.1021/ja412563e

upstream raw materials:

tert-butyl 4-bromo-3-methyl-1H-pyrazole-1-carboxylate

bis(pinacol)diborane

3-Methylpyrazole

Downstream raw materials:

tert-butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

C₁₉H₂₀N₄O₂

6-(3-methyl-1H-pyrazol-4-yl)-N-(2-methyl-5-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide

trimethyl-[2-[[3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]methoxy]ethyl]silane

Refernces

• 1、 -. "Compositions and Methods for Inhibition of TBL-1 Binding to Disease-Associated Molecules". Paragraph 0127. . Retrieved 2013/05/22.
• 2、 -. "TRIAZOLOPYRAZINE COMPOUNDS USEFUL FOR THE TREATMENT OF DEGENERATIVE & INFLAMMATORY DISEASES". Page/Page column 50-51. . Retrieved 2008/06/13.