3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE

Base Information

• Chemical Name: 3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE
• CAS No.: 878194-92-4
• Molecular Formula: C12H15BN2O2
• Molecular Weight: 230.074
• Hs Code.: 2933399090
• Mol file: 878194-92-4.mol

Synonyms:4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile;3-Cyano-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;

Chemical Property of 3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE

Chemical Property:

• Vapor Pressure: 1.18E-05mmHg at 25°C
• Melting Point: 97-99℃
• Refractive Index: 1.506
• Boiling Point: 369.6 °C at 760 mmHg
• PKA: 0.95±0.20(Predicted)
• Flash Point: 177.3 °C
• PSA: 55.14000
• Density: 1.1 g/cm³
• LogP: 1.25248
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-Cyanopyridine-4-boronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Cyanopyridine-4-boronic acid pinacol ester

Technology Process of 3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE

There total 4 articles about 3-CYANO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE 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: 78.0%

3-cyano-4-pyridylboronic acid (874290-89-8) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile (878194-92-4)

Guidance literature:

With magnesium sulfate; In toluene; at 20 ℃; for 12h;

DOI:10.1055/s-2005-922772

Reference yield: 18.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile (878194-92-4)

Guidance literature:

pyridine-3-carbonitrile; With Triisopropyl borate; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With acetic acid; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.116

Reference yield:

C12H17BN2O2 → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile (878194-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / pH 6

2: 78 percent / MgSO₄ / toluene / 12 h / 20 °C

With hydrogenchloride; magnesium sulfate; In toluene;

DOI:10.1055/s-2005-922772

upstream raw materials:

3-cyano-4-pyridylboronic acid

2,3-dimethyl-2,3-butane diol

pyridine-3-carbonitrile