N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide

Base Information

• Chemical Name: N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide
• CAS No.: 1220220-21-2
• Molecular Formula: C13H19BN2O3
• Molecular Weight: 262.116
• Hs Code.: 2934999090
• Mol file: 1220220-21-2.mol

Synonyms:N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide;N-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2- yl]acetaMide

Chemical Property of N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide

Chemical Property:

• Boiling Point: 451.8±30.0 °C(Predicted)
• PKA: 13.92±0.70(Predicted)
• PSA: 63.94000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 1.98870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

N-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-acetamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide

There total 2 articles about N-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetaMide 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: 91.1%

N-(4-bromopyridin-2-yl)acetamide (1026796-81-5) + bis(pinacol)diborane (73183-34-3) → N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide (1220220-21-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; Inert atmosphere; Industrial scale;

Reference yield:

2-amino-4-bromopyridine (84249-14-9) → N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide (1220220-21-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / 3 h / 140 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 3.5 h / 80 °C / Inert atmosphere

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide;

Reference yield: 100.0%

N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide (1220220-21-2) + N-(5-bromopyridin-3-yl)-2,4-difluoro-N-methylbenzamide → N-(2’-acetamido-3,4’-bipyridin-5-yl)-2,4-difluoro-N-methylbenzamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 120 ℃; for 0.333333h; Microwave irradiation; Inert atmosphere;

upstream raw materials:

2-amino-4-bromopyridine

N-(4-bromopyridin-2-yl)acetamide

bis(pinacol)diborane

Downstream raw materials:

N-{4-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidin-3-yl]pyridin-2-yl}acetamide

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