1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

Base Information

• Chemical Name: 1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
• CAS No.: 1160790-84-0
• Molecular Formula: C12H18BNO3
• Molecular Weight: 235.08722
• Hs Code.: 2934999090
• Mol file: 1160790-84-0.mol

Synonyms:1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one;1-Methyl-4-(4,4,5,5-tetra...;1-Methyl-4-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyridin-2-one;1-methyl-2-oxo-1,2-dihydropyridin-4-ylboronic acid pinacol ester;1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydropyridin-2-one

Chemical Property of 1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

Chemical Property:

• Boiling Point: 287.1±50.0 °C(Predicted)
• PKA: 0.51±0.62(Predicted)
• PSA: 40.46000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 0.68450
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

There total 4 articles about 1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one 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:

4-bromo-1-methyl-1,2-dihydropyridin-2-one (214342-63-9) + bis(pinacol)diborane (73183-34-3) → 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one (1160790-84-0)

Guidance literature:

4-bromo-1-methyl-1,2-dihydropyridin-2-one; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.25h;

With tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 80 - 85 ℃; for 3.25h;

Reference yield:

4-iodo-1-methyl-1,2-dihydropyridin-2-one (889865-47-8) + bis(pinacol)diborane (73183-34-3) → 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one (1160790-84-0)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis(diphenylphosphino)ferrocene; In 1,4-dioxane; at 120 ℃; for 5h; Inert atmosphere;

Reference yield:

4-bromo-2-hydroxy pyridine → 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one (1160790-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / -10 - 0 °C

1.2: Cooling with ice

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydride; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

4-bromo-1-methyl-1,2-dihydropyridin-2-one

bis(pinacol)diborane

4-iodo-1-methyl-1,2-dihydropyridin-2-one

Downstream raw materials:

(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)boronic acid

1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one