1-methyl-1H-imidazole-5-boronic acid pinacol este

Base Information

• Chemical Name: 1-methyl-1H-imidazole-5-boronic acid pinacol este
• CAS No.: 942070-72-6
• Molecular Formula: C₁₀H₁₇BN₂O₂
• Molecular Weight: 208.068
• Hs Code.: 2934999090
• Mol file: 942070-72-6.mol

Synonyms:1-METHYL-1H-IMIDAZOLE-5-BORONIC ACID PINACOL ESTER;1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-IMIDAZOLE;

Chemical Property of 1-methyl-1H-imidazole-5-boronic acid pinacol este

Chemical Property:

• Boiling Point: 352.0±15.0 °C(Predicted)
• PKA: 6.40±0.22(Predicted)
• PSA: 36.28000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 0.71930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-methyl-1H-imidazole-5-boronic acid pinacol este

There total 2 articles about 1-methyl-1H-imidazole-5-boronic acid pinacol este 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: 90.0%

1-methyl-1H-imidazole (616-47-7) + bis(pinacol)diborane (73183-34-3) → 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-imidazole (942070-72-6)

Guidance literature:

bis(pinacol)diborane; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₅₁H₃₂N₈Zn; In para-xylene; at 20 ℃; for 0.5h; Schlenk technique;

1-methyl-1H-imidazole; In para-xylene; at 80 ℃; for 24h; regioselective reaction; Schlenk technique;

DOI:10.1002/anie.202101997

Reference yield: 73.0%

1-methyl-1H-imidazole (616-47-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-imidazole (942070-72-6)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In pentane; at 20 ℃; for 0.166667 - 0.25h;

With 4,4'-di-tert-butyl-2,2'-bipyridine; In pentane; for 0.333333h;

1-methyl-1H-imidazole; In pentane; at 20 ℃;

Reference yield: 49.0%

1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-imidazole (942070-72-6) + ethyl 6-chloro-2-(3-[2-[(3R)-3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl]ethynyl]phenyl)pyrimidine-4-carboxylate → (R)-ethyl 2-(3-((3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl)ethynyl)phenyl)-6-(1-methyl-1H-imidazol-5-yl)pyrimidine-4-carboxylate

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; cesium fluoride; In ethanol; water; at 80 ℃; for 1h;

upstream raw materials:

1-methyl-1H-imidazole

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

Refernces

• 1、 -. "Process for producing oxazole, imidazole, pyrrazole boryl compounds". Page/Page column 3-4. . Retrieved 2010/11/30.