2-Fluoropyridine-5-boronic acid

Base Information

• Chemical Name: 2-Fluoropyridine-5-boronic acid
• CAS No.: 351019-18-6
• Molecular Formula: C5H5BFNO2
• Molecular Weight: 140.91
• Hs Code.: 29349990
• European Community (EC) Number: 627-412-9
• DSSTox Substance ID: DTXSID00382636
• Nikkaji Number: J1.720.051H
• Wikidata: Q72476712
• ChEMBL ID: CHEMBL487369
• Mol file: 351019-18-6.mol

Synonyms:2-Fluoropyridine-5-boronic acid;351019-18-6;(6-fluoropyridin-3-yl)boronic Acid;6-fluoropyridine-3-boronic acid;2-Fluoro-5-pyridylboronic acid;2-fluoro-5-pyridineboronic acid;6-Fluoro-3-pyridinylboronic acid;6-fluoropyridin-3-ylboronic acid;BORONIC ACID, (6-FLUORO-3-PYRIDINYL)-;MFCD03411559;(6-fluoropyridin-3-yl)boranediol;2-fluoropyridin-5-ylboronic acid;2-fluoropyridin-5-boronic acid;6-fluoropyridin-3-yl-3-boronic acid;6-FLUORO-3-PYRIDINEBORONIC ACID;6-Fluoro-3-pyridylboronic Acid;(6-fluoro-3-pyridyl)boronic acid;D0C6HH;SCHEMBL8593;2-Fluoro-5-pyridylboronicacid;CHEMBL487369;BDBM26141;DTXSID00382636;2-fluoro-5-pyridine boronic acid;2-fluoro-5-pyridine-boronic acid;2-fluoro-pyridine-5-boronic acid;6-fluoro-pyridine-3-boronic acid;OJBYZWHAPXIJID-UHFFFAOYSA-N;6-fluoro-pyridin-3-ylboronic acid;6-fluoropyridin-3-yl boronic acid;BCP14367;CS-D1045;(6-fluoro-3-pyridinyl)boronic acid;BBL103333;STL557143;(6-fluoropyridin-3-yl) boronic acid;AKOS004119258;AB14135;AC-6986;GS-6798;NCGC00249459-01;(6-fluoropyridin-3-yl)boronic acid, 20;PD182919;SY022130;A6162;AM20051109;F0770;FT-0604835;EN300-109418;J-509527;Z1203162316;2-Fluoropyridine-5-boronicacid;6-Fluoropyridine-3-boronic Acid

Chemical Property of 2-Fluoropyridine-5-boronic acid

Chemical Property:

• Appearance/Colour: white to light yellow solid
• Vapor Pressure: 8.55E-05mmHg at 25°C
• Melting Point: 177-178 °C (dec.)
• Refractive Index: 1.507
• Boiling Point: 311.5 °C at 760 mmHg
• PKA: 6.97±0.10(Predicted)
• Flash Point: 142.2 °C
• Density: 1.34 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 141.0397367
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

6-Fluoropyridine-3-boronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(C=C1)F)(O)O
• Uses: suzuki reaction Used in a synthesis of halohydroxypyridines by hydroxydeboronation with basic hydrogen peroxide.

Technology Process of 2-Fluoropyridine-5-boronic acid

There total 10 articles about 2-Fluoropyridine-5-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: 81.0%

5-bromo-2-fluoropyridine (766-11-0) + triisopropyl borate → (6-fluoropyridin-3-yl)boronic acid (351019-18-6)

Guidance literature:

5-bromo-2-fluoropyridine; triisopropyl borate; With n-butyllithium; In tetrahydrofuran; hexanes; toluene; at -50 - -35 ℃; for 5h; Industry scale;

With hydrogenchloride; In tetrahydrofuran; hexanes; water; toluene; at -15 - 23 ℃; for 16h; Industry scale;

With hydrogenchloride; sodium hydroxide; more than 3 stages;

Reference yield: 81.0%

5-bromo-2-fluoropyridine (766-11-0) → (6-fluoropyridin-3-yl)boronic acid (351019-18-6)

Guidance literature:

5-bromo-2-fluoropyridine; With Triisopropyl borate; In tetrahydrofuran; toluene; at -50 - -35 ℃;

With n-butyllithium; at -45 - -15 ℃; for 5h; Product distribution / selectivity;

Reference yield: 74.0%

→ (6-fluoropyridin-3-yl)boronic acid (351019-18-6)

Guidance literature:

upstream raw materials:

2-fluoro-5-iodopyridine

5-bromo-2-fluoropyridine

2-aminopyridine

2-amino-5-iodopyridine

Downstream raw materials:

4-(4-fluoro-phenyl)-6-(6-fluoro-pyridin-3-yl)-2-(2-methyl-pyrrolidin-1-yl)-pyrimidine

4-(2-(4-(6-fluoropyridin-3-yl)phenoxy)ethyl)morpholine

1-N-trityl-3-(6-fluoro-pyridin-3-yl)-1-methyl-5-nitro-1H-indazole

2-(3-((6-fluoropyridin-3-yl)oxy)phenyl)ethanol