6-Dimethylaminopyridine-3-boronic acid pinacol ester

Base Information

• Chemical Name: 6-Dimethylaminopyridine-3-boronic acid pinacol ester
• CAS No.: 1036991-24-8
• Molecular Formula: C13H21BN2O2
• Molecular Weight: 248.13
• Hs Code.: 2934999090
• Mol file: 1036991-24-8.mol

Synonyms:N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine

Chemical Property of 6-Dimethylaminopyridine-3-boronic acid pinacol ester

Chemical Property:

• Melting Point: 89-90 °C
• Boiling Point: 358.5±27.0 °C(Predicted)
• PKA: 6.98±0.10(Predicted)
• PSA: 34.59000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 1.44680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

6-(Dimethylamino)pyridine-3-boronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-(Dimethylamino)pyridine-3-boronic acid pinacol ester

Technology Process of 6-Dimethylaminopyridine-3-boronic acid pinacol ester

There total 4 articles about 6-Dimethylaminopyridine-3-boronic acid pinacol ester 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: 76.0%

5-bromo-2-dimethylaminopyridine (26163-07-5) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (1036991-24-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;

Reference yield: 67.0%

→ N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (1036991-24-8)

Guidance literature:

Reference yield:

2-(Dimethylamino)pyridine (5683-33-0) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (1036991-24-8) + N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1321518-05-1) + N,N-dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1310385-02-4)

Guidance literature:

With (^iPrPNP)CoCH₂SiMe₃; In tetrahydrofuran; at 80 ℃; for 48h; Inert atmosphere; Glovebox;

DOI:10.1021/ja500712z

upstream raw materials:

5-bromo-2-dimethylaminopyridine

bis(pinacol)diborane

2-(Dimethylamino)pyridine

5-bromo-2-fluoropyridine

Downstream raw materials:

N,N-dimethyl-5-phenylpyridin-2-amine