5-Bromo-2-fluoropyridine-3-boronic acid

Base Information

• Chemical Name: 5-Bromo-2-fluoropyridine-3-boronic acid
• CAS No.: 501435-91-2
• Molecular Formula: C5H4BBrFNO2
• Molecular Weight: 219.806
• Hs Code.: 2933399090
• European Community (EC) Number: 676-456-5
• DSSTox Substance ID: DTXSID90382529
• Nikkaji Number: J1.892.620B
• Wikidata: Q72456523
• ChEMBL ID: CHEMBL3236927
• Mol file: 501435-91-2.mol

Synonyms:501435-91-2;5-Bromo-2-fluoropyridine-3-boronic acid;(5-bromo-2-fluoropyridin-3-yl)boronic acid;5-Bromo-2-fluoro-3-pyridineboronic acid;5-Bromo-2-fluoro-3-pyridylboronic acid;5-Bromo-2-fluoro-3-pyridylboronic;2-Fluoro-5-Bromopyridine-3-boronic acid;MFCD04039317;5-bromo-2-fluoropyridin-3-ylboronic acid;Boronic acid, (5-bromo-2-fluoro-3-pyridinyl)-;5-Bromo-2-fluoro-pyridine-3-boronic acid;SCHEMBL115740;CHEMBL3236927;DTXSID90382529;YAXKWQSQZIVTFC-UHFFFAOYSA-N;AKOS005063807;AB17334;CS-W009509;2-Fluoro-5-bromo-3-pyridylboronic acid;AC-33454;AM803964;AS-11361;SY022303;B5342;FT-0601773;EN300-126284;A827989;J-516933;5-Bromo-2-fluoropyridine-3-boronic acid, AldrichCPR;Z1269148356;5-Bromo-2-fluoropyridine-3-boronic Acid (contains varying amounts of Anhydride)

Chemical Property of 5-Bromo-2-fluoropyridine-3-boronic acid

Chemical Property:

• Vapor Pressure: 1.02E-05mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.574
• Boiling Point: 357.1 °C at 760 mmHg
• PKA: 5.70±0.58(Predicted)
• Flash Point: 169.7 °C
• PSA: 53.35000
• Density: 1.86 g/cm3³
• LogP: -0.33700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 218.95025
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromo-2-fluoropyridine-3-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CN=C1F)Br)(O)O

Technology Process of 5-Bromo-2-fluoropyridine-3-boronic acid

There total 1 articles about 5-Bromo-2-fluoropyridine-3-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: 80.0%

5-bromo-2-fluoropyridine (766-11-0) → 5-bromo-2-fluoropyridin-3-ylboronic acid (501435-91-2)

Guidance literature:

5-bromo-2-fluoropyridine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

With sodium hydrogencarbonate; In tetrahydrofuran; hexane;

DOI:10.1021/jo026864f

Reference yield: 87.0%

p-nitrobenzene iodide (636-98-6) + 5-bromo-2-fluoropyridin-3-ylboronic acid (501435-91-2) → 5-bromo-2-fluoro-3-(4'-nitrophenyl)pyridine (501436-01-7)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 2h; Heating;

DOI:10.1021/jo026864f

Reference yield: 79.0%

ortho-methylphenyl iodide (615-37-2) + 5-bromo-2-fluoropyridin-3-ylboronic acid (501435-91-2) → 5-bromo-2-fluoro-3-(2'-methylphenyl)pyridine

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 2h; Heating;

DOI:10.1021/jo026864f

upstream raw materials:

5-bromo-2-fluoropyridine

Downstream raw materials:

5-bromo-2-fluoro-3-(4'-nitrophenyl)pyridine

2-fluoro-3-phenylpyridine

5-bromo-2-fluoro-3-(4'-methoxyphenyl)pyridine

2-fluoro-3-(4'-methoxyphenyl)-5-phenylpyridine

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