2-aMino-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile

Base Information

• Chemical Name: 2-aMino-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
• CAS No.: 944401-73-4
• Molecular Formula: C₁₂H₁₆BN₃O₂
• Molecular Weight: 245.089
• Hs Code.: 2934999090
• Mol file: 944401-73-4.mol

Synonyms:2-aMino-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile;6-Amino-4-cyanopyridine-3-boronic acid pinacol ester;2-AMINO-4-CYANO PYRIDINE-5-BORONIC ACID PINACOL ESTER;2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonit

Chemical Property of 2-aMino-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile

Chemical Property:

• PSA: 81.89000
• LogP: 0.76478
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-aMino-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile

There total 3 articles about 2-aMino-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile 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%

2-amino-5-bromoisonicotinonitrile (944401-72-3) + bis(pinacol)diborane (73183-34-3) → 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile (944401-73-4)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 120 ℃; for 2h; Sealed vessel;

Reference yield:

2-aminoisonicotinonitrile TFA salt (944402-16-8) → 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile (944401-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 1.5 h / 20 °C / Darkness

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere; sealed vessel

With N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; acetonitrile;

DOI:10.1021/ml200156t

Reference yield:

2-amino-isonicotinonitrile trifluoroacetate → 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile (944401-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 1.5 h / 20 °C / Darkness

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 120 °C / Sealed tube

With N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; acetonitrile;

upstream raw materials:

2-amino-5-bromoisonicotinonitrile

bis(pinacol)diborane

2-aminoisonicotinonitrile TFA salt

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