2-Bromopyridine-4-boronic acid

Base Information

• Chemical Name: 2-Bromopyridine-4-boronic acid
• CAS No.: 458532-94-0
• Molecular Formula: C₅H₅BBrNO₂
• Molecular Weight: 201.815
• Hs Code.: 2933399090
• European Community (EC) Number: 670-329-8
• DSSTox Substance ID: DTXSID90476679
• Nikkaji Number: J1.748.335H
• Wikidata: Q72511843
• Mol file: 458532-94-0.mol

Synonyms:458532-94-0;2-BROMOPYRIDINE-4-BORONIC ACID;(2-Bromopyridin-4-yl)boronic acid;2-BROMOPYRIDIN-4-YLBORONIC ACID;2-Bromopyridine-4-boronicacid;MFCD06798244;(2-BROMO-4-PYRIDINYL)-BORONIC ACID;Boronic acid, (2-bromo-4-pyridinyl)- (9CI);Boronicacid,(2-bromo-4-pyridinyl)-(9CI);AKOS BRN-0494;DTXSID90476679;(2-Bromopyridin-4-yl)boronicacid;BCP22820;AKOS004119271;2-BROMO-4-PYRIDINEBORONIC ACID;2-Bromopyridine-4-boronic acid, 95%;AB29847;AM85777;BCP9000100;CS-W015534;GS-6578;AC-27340;SY110277;FT-0738514;O10044;A826912;(2-bromopyridin-4-yl)boronic acid;2-Bromopyridine-4-boronic acid

Chemical Property of 2-Bromopyridine-4-boronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.602
• Boiling Point: 375.839 °C at 760 mmHg
• Flash Point: 181.101 °C
• PSA: 53.35000
• Density: 1.785 g/cm³
• LogP: -0.47610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.95967
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2-Bromo-4-pyridinyl)-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=NC=C1)Br)(O)O

Technology Process of 2-Bromopyridine-4-boronic acid

There total 1 articles about 2-Bromopyridine-4-boronic acid 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: 68.0%

2,4-dibromopyridine (58530-53-3) → (2-bromopyridin-4-yl)boronic acid (458532-94-0)

Guidance literature:

2,4-dibromopyridine; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; at -60 ℃; for 0.5h;

With Triisopropyl borate; In diethyl ether; at -70 - 20 ℃;

With sodium hydroxide; In diethyl ether; water;

DOI:10.1016/S0040-4020(02)00416-7

Reference yield: 64.0%

(E)-4-((4-((4-(4-(2-cyanovinyl)-2,6-dimethylphenoxy)-5-iodopyrimidin-2-yl)amino)piperidin-1-yl)methyl)benzenesulfonamide + (2-bromopyridin-4-yl)boronic acid (458532-94-0) → (E)-4-((4-(5-(2-bromopyridin-4-yl)-4-(4-(2-cyanovinyl)-2,6-dimethylphenoxy)(pyrimidin-2-yl)amino)piperidin-1-yl)methyl)benzenesulfonamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00268

Reference yield: 57.0%

(E)-3-(4-((5-iodo-2-((1-(4-(methylsulfonyl)benzyl)piperidin-4-yl)amino)pyrimidin-4-yl)oxy)-3,5-dimethylphenyl)acrylonitrile + (2-bromopyridin-4-yl)boronic acid (458532-94-0) → (E)-3-(4-((5-(2-bromopyridin-4-yl)-2-((1-(4-(methylsulfonyl)benzyl)piperidin-4-yl)amino)pyrimidin-4-yl)oxy)-3,5-dimethylphenyl)acrylonitrile

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00268

upstream raw materials:

2,4-dibromopyridine

Refernces