4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrazole

Base Information

• Chemical Name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrazole
• CAS No.: 894807-98-8
• Molecular Formula: C15H29BN2O3Si
• Molecular Weight: 324.303
• Hs Code.: 2934999090
• Mol file: 894807-98-8.mol

Synonyms:1-([2-(Trimethylsilyl)ethoxy]methyl)-1H-pyrazole-4-boronic acid pinacol ester;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrazole;trimethyl-[2-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]methoxy]ethyl]silane

Chemical Property of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrazole

Chemical Property:

• Boiling Point: 395.1±27.0 °C(Predicted)
• PKA: 1.52±0.10(Predicted)
• PSA: 45.51000
• Density: 1.01
• LogP: 2.49460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazole 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrazole

There total 4 articles about 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-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: 86.0%

pyrazole-4-boronic acid pinacol ester (269410-08-4) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazole (894807-98-8)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 16h; Inert atmosphere;

Reference yield: 61.0%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazole (894807-98-8)

Guidance literature:

pyrazole-4-boronic acid pinacol ester; With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 0.333333h;

(2-trimethylethylsilylethoxy)methyl chloride; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

Reference yield:

bis(pinacol)diborane (73183-34-3) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazole (894807-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 100 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 3 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

pyrazole-4-boronic acid pinacol ester

bis(pinacol)diborane

Downstream raw materials:

7-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine

7-(4-bromophenyl)-5-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine

tert-butyl (1-(2-nitro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)phenyl)piperidin-4-yl)methylcarbamate

C₄₀H₅₄N₈O₆SSi

Refernces

• 1、 -. "N-(1H-IMIDAZOL-2-YL)BENZAMIDE COMPOUND AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME AS ACTIVE INGREDIENT". Page/Page column 35. . Retrieved 2021/04/10.
• 2、 -. "CARBOXYLIC ACID AROMATIC AMIDES AS ANTAGONISTS OF BRADYKININ B1 RECEPTOR". Page/Page column 141-142. . Retrieved 2018/07/29.