1-Cyclopropyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 1-Cyclopropyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• CAS No.: 1151802-22-0
• Molecular Formula: C12H19BN2O2
• Molecular Weight: 234.106
• Hs Code.: 2934999090
• Mol file: 1151802-22-0.mol

Synonyms:1-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;

Chemical Property of 1-Cyclopropyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Chemical Property:

• Boiling Point: 354.3±15.0 °C(Predicted)
• PKA: 3.33±0.12(Predicted)
• PSA: 36.28000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 1.51720
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

1-Cyclopropyl-4-(pinacolylboronate)-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Cyclopropyl-4-(pinacolylboronate)-pyrazole is a triazolopyridazine compound with the potential to be used in the treatment of cancer, acting as an c-Met kinase inhibitor.

Technology Process of 1-Cyclopropyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

There total 6 articles about 1-Cyclopropyl-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: 83.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 1‐cyclopropyl‐4‐iodo‐1H‐pyrazole (1239363-40-6) → 1-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1151802-22-0)

Guidance literature:

1‐cyclopropyl‐4‐iodo‐1H‐pyrazole; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.75h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 82.0%

1‐cyclopropyl‐4‐iodo‐1H‐pyrazole (1239363-40-6) + bis(pinacol)diborane (73183-34-3) → 1-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1151802-22-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dichloromethane; dimethyl sulfoxide; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.128208

Reference yield:

4-bromo-1-cyclopropyl-1H-pyrazole (1151802-23-1) + bis(pinacol)diborane (73183-34-3) → 1-cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1151802-22-0)

Guidance literature:

With sodium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 150 ℃; for 1h; Inert atmosphere; Sealed microwave vial;

upstream raw materials:

4-bromo-1-cyclopropyl-1H-pyrazole

bis(pinacol)diborane

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1‐cyclopropyl‐4‐iodo‐1H‐pyrazole

Downstream raw materials:

2-(3-chloro-5-(1-cyclopropyl-1H-pyrazol-4-yl)phenyl)-N-(4-(2-methylpyridin-4-yl)phenyl)propanamide

3-chloro-6-(1-cyclopropyl-1H-pyrazol-4-yl)pyridazine

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