2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile

Base Information

• Chemical Name: 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile
• CAS No.: 1246372-66-6
• Molecular Formula: C12H16BN3O2
• Molecular Weight: 245.089
• Hs Code.: 2934999090
• Mol file: 1246372-66-6.mol

Synonyms:2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile

Chemical Property of 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile

Chemical Property:

• PSA: 81.89000
• LogP: 0.76478
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99%, ^*data from raw suppliers

2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile

There total 4 articles about 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile 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: 66.0%

2-amino-5-bromonicotinonitrile (709652-82-4) + bis(pinacol)diborane (73183-34-3) → 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (1246372-66-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

2-amino-5-bromonicotinonitrile (709652-82-4) + bis(pinacol)diborane (73183-34-3) → 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (1246372-66-6) + (6-amino-5-cyanopyridin-3-yl)boronic acid

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,2-dimethoxyethane; at 90 ℃; for 3h; Microwave irradiation; Inert atmosphere;

Reference yield:

2-amino-3-pyridinecarbonitrile (24517-64-4) → 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (1246372-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; sodium carbonate / acetic acid / 0.83 h / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bromine; potassium acetate; sodium carbonate; In 1,4-dioxane; acetic acid;

upstream raw materials:

2-amino-3-pyridinecarbonitrile

2-amino-5-bromonicotinonitrile

bis(pinacol)diborane

Downstream raw materials:

2-amino-5-[2-(3,4-dimethoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-5-yl]-nicotinonitrile

ethyl 7-(6-amino-5-cyanopyridin-3-yl)-1-cyclopropyl-6-fluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

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