2-Fluoropyridine-4-boronic acid

Base Information

• Chemical Name: 2-Fluoropyridine-4-boronic acid
• CAS No.: 401815-98-3
• Molecular Formula: C5H5BFNO2
• Molecular Weight: 140.91
• Hs Code.: 29339900
• European Community (EC) Number: 640-138-4
• DSSTox Substance ID: DTXSID40382635
• Nikkaji Number: J1.748.337D
• Wikidata: Q72476705
• ChEMBL ID: CHEMBL3236586
• Mol file: 401815-98-3.mol

Synonyms:2-Fluoropyridine-4-boronic acid;401815-98-3;(2-fluoropyridin-4-yl)boronic Acid;2-fluoropyridin-4-ylboronic acid;2-Fluoro-4-pyridineboronic acid;2-Fluoro-4-pyridinylboronic acid;(2-fluoro-4-pyridyl)boronic acid;2-FLUOROPYRIDIN-4-YL-4-BORONIC ACID;MFCD04112534;BORONIC ACID, (2-FLUORO-4-PYRIDINYL)-;2-Fluoropyridine-4-boronicacid;2-fluoro-pyridine-4-boronic acid;SCHEMBL155221;2-fluoropyridine4-boronic acid;2-fluoro-4-pyridinylboronicacid;CHEMBL3236586;DTXSID40382635;2-fluoro-4-pyridine boronic acid;2-fluoro-4-pyridine-boronic acid;WXGBZJJAGLSBPR-UHFFFAOYSA-N;2-fluoro-pyridin-4-ylboronic acid;2-fluoropyridin-4-yl-boronic acid;(2-fluoropyridin-4-yl)boronicAcid;BCP22988;CS-D1044;(2-fluoro-4-pyridinyl)boronic acid;2-fluoro-pyridin-4-yl-boronic acid;BBL101411;RB2041;STL555207;AKOS005258738;2-FLUORO-4-PYRIDYLBORONIC ACID;AB17600;AC-6985;GS-6566;BP-10997;SY013200;2-fluoropyridine-4-boronic acid, AldrichCPR;A6720;AM20051155;F0935;FT-0612343;EN300-170324;J-509523;Z1201622775

Chemical Property of 2-Fluoropyridine-4-boronic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 8.55E-05mmHg at 25°C
• Melting Point: ca 195℃
• Refractive Index: 1.507
• Boiling Point: 326.8 °C at 760 mmHg
• PKA: 6.51±0.10(Predicted)
• Flash Point: 151.5 °C
• Density: 1.34 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• 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

2-Fluoropyridine-4-boronic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=NC=C1)F)(O)O
• Uses: 2-Fluoropyridine-4-boronic Acid is used to synthesize analogues of the antitubercular drug.

Technology Process of 2-Fluoropyridine-4-boronic acid

There total 5 articles about 2-Fluoropyridine-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: 91.0%

Triisopropyl borate (5419-55-6) + 4-bromo-2-fluoropyridine (128071-98-7) → 2-fluoropyridin-4-ylboronic acid (401815-98-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 1h; Inert atmosphere;

Reference yield: 78.0%

C13H21BFNO2 → 2-fluoropyridin-4-ylboronic acid (401815-98-3)

Guidance literature:

C₁₃H₂₁BFNO₂; With sodium hydroxide; In diethyl ether; water;

With hydrogenchloride; In water; pH=3;

Reference yield: 64.0%

4-bromo-2-fluoropyridine (128071-98-7) → 2-fluoropyridin-4-ylboronic acid (401815-98-3)

Guidance literature:

4-bromo-2-fluoropyridine; 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

upstream raw materials:

4-bromo-2-fluoropyridine

Triisopropyl borate

2-fluoro-4-iodopyridine

boric acid tributyl ester

Downstream raw materials:

2-(4-fluorophenyl)-3-(2-fluoropyridin-4-yl)pyrazolo[1,5-a]-pyridinec

2-(4-fluorophenyl)-3-(2-fluoro-4-pyridinyl)pyrazolo[1,5-a]pyridine-6-carbonitrile

6-(2,4-dichloro-phenyl)-3-(2-fluoro-pyridin-4-yl)-8-isobutoxy-imidazo[1,2-a]pyridine-7-carbonitrile

[2-[Bis-(4-fluorophenyl)methyl]-4-(2-fluoropyridin-4-yl)thiazol-5-yl]acetic acid

Refernces

• 1、 -. "Substituted pyridines". Page/Page column 6. . Retrieved 2008/06/13.
• 2、 -. "Fused pyrazole derivatives bieng protein kinase inhibitors". . . Retrieved 2008/06/13.