Diethyl(3-pyridyl)borane

Base Information

• Chemical Name: Diethyl(3-pyridyl)borane
• CAS No.: 89878-14-8
• Molecular Formula: C9H14BN
• Molecular Weight: 147.028
• Hs Code.: 29333990
• European Community (EC) Number: 627-082-6
• UNII: 3BC5KW7BC5
• DSSTox Substance ID: DTXSID00349087
• Nikkaji Number: J633.155F
• Wikidata: Q72462172
• Mol file: 89878-14-8.mol

Synonyms:Diethyl(3-pyridyl)borane;89878-14-8;3-(diethylboryl)pyridine;Diethyl(3-pyridinyl)borane;diethyl(pyridin-3-yl)borane;pyridine, 3-(diethylboryl)-;3-(diethylboranyl)pyridine;3-pyridyldiethylborane;diethyl-3-pyridylborane;3-diethylboranyl pyridine;3BC5KW7BC5;DIETHYL (3-PYRIDYL)BORANE;MFCD00012348;EC 627-082-6;C9H14BN;diethyl-3-pyridylboran;3-pyridyldiethyl borane;diethyl 3-pyridylborane;3-pyridinyldiethylborane;Diethyl(3pyridyl)borane;(3-pyridyl)diethylborane;3-diethylboranyl-pyridine;3-pyridyl-diethyl borane;diethyl 3-pyridyl-borane;diethyl-3-pyridyl-borane;3-(diethylboryl)-pyridine;diethyl-(3-pyridyl)borane;UNII-3BC5KW7BC5;diethyl (3-pyridyl) borane;diethyl-(3-pyridyl)-borane;3-DIETHYLBOROPYRIDINE;diethyl (pyridin-3-yl)borane;SCHEMBL297677;Diethyl(3-pyridyl)borane, 97%;DTXSID00349087;BCP04285;CS-B0611;EX-A3796;CX1283;GEO-02614;AKOS015842685;AC-22583;AM807097;DS-14716;SY006709;D2661;FT-0624865;A25204;EN300-7386254;J-520309

Chemical Property of Diethyl(3-pyridyl)borane

Chemical Property:

• Vapor Pressure: 0.35mmHg at 25°C
• Melting Point: 172-175 °C(lit.)
• Refractive Index: 1.457
• Boiling Point: 205.9 °C at 760 mmHg
• PKA: 4.40±0.12(Predicted)
• Flash Point: 78.3 °C
• PSA: 12.89000
• Density: 0.86 g/cm³
• LogP: 1.82320
• Storage Temp.: Refrigerator
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 147.1219296
• Heavy Atom Count: 11
• Complexity: 102

Purity/Quality:

99% ^*data from raw suppliers

3-(Diethylboryl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(CC)(CC)C1=CN=CC=C1
• Uses: Reactant for: preparation of inhibitors of ataxia telangiectasia mutated and Rad3 related (ATR) protein kinase as potential anticancer agents, N-Methylation reactions of the pyridyl group, Palladium catalyzed amination reactions, intramolecular Heck reactions, Coupling reactions and Synthesis of trisubstituted pyrimidines from polyhalopyrimidines via Suzuki coupling. Reactant for:Preparation of inhibitors of ataxia telangiectasia mutated and Rad3 related (ATR) protein kinase as potential anticancer agentsN-Methylation reactions of the pyridyl groupPalladium catalyzed amination reactionsIntramolecular Heck reactionsCoupling reactionsSynthesis of trisubstituted pyrimidines from polyhalopyrimidines via Suzuki coupling suzuki reaction

Technology Process of Diethyl(3-pyridyl)borane

There total 5 articles about Diethyl(3-pyridyl)borane 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-Bromopyridine (626-55-1,163928-56-1) + diethyl methoxy borane (7397-46-8) → 3-Diethylboranylpyridine (89878-14-8)

Guidance literature:

3-Bromopyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 1h;

diethyl methoxy borane; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1055/s-2002-19775

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) + triethyl borane (97-94-9) → 3-Diethylboranylpyridine (89878-14-8)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 - 20 ℃; Inert atmosphere;

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) + diethyl methoxy borane (7397-46-8) → 3-Diethylboranylpyridine (89878-14-8)

Guidance literature:

With n-butyllithium; In dibutyl ether;

upstream raw materials:

3-Bromopyridine

diethyl methoxy borane

n-butyllithium

4-bromopyridin

Downstream raw materials:

2,3'-bipyridine

3,3'-bipyridine

4-methyl-2,3′-bipyridine

5-bromo-3,3'-bipyridine

Refernces

• 1、 -. "Cathodic electrochromic compound used in electrochromic device, and preparation method thereof". Paragraph 0070; 0071; 0072. . Retrieved 2017/08/30.
• 2、 -. "Preparation of 5-amino-4-aroyl-1-arylpyrazoles as p-38 MAP kinase inhibitors.". . . Retrieved 2008/06/13.