174669-73-9 Usage
Description
2-Fluoro-3-pyridylboronic acid is an organic compound with the molecular formula C5H6BNO3F. It is a white powder and is commonly used as a synthetic intermediate in the pharmaceutical and chemical industries due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
2-Fluoro-3-pyridylboronic acid is used as a synthetic intermediate for the development of biologically active molecules. It plays a crucial role in the synthesis of various compounds with potential therapeutic applications.
Used in Heterocyclization with α-Oxocarboxylic Acids:
2-Fluoro-3-pyridylboronic acid is used as a reactant in heterocyclization reactions with α-oxocarboxylic acids. This process allows for the formation of new heterocyclic compounds with potential applications in various fields.
Used in Suzuki-Miyaura Coupling Reactions:
2-Fluoro-3-pyridylboronic acid is also utilized in Suzuki-Miyaura coupling reactions, which are widely employed in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals.
Used as a Precursor to Heteroaryl Benzylureas:
2-Fluoro-3-pyridylboronic acid serves as a precursor to heteroaryl benzylureas, which possess glycogen synthase kinase 3 inhibitory activity. These compounds have potential applications in the treatment of various diseases and disorders.
Used as a Precursor to Carboxyindoles:
It is also used as a precursor to carboxyindoles, which exhibit HCV NS5B polymerase inhibitory activity. These compounds can be employed in the development of antiviral drugs targeting Hepatitis C virus.
Used as a Precursor to Pyrazolyland Thienyl-Aminohydantoins:
2-Fluoro-3-pyridylboronic acid is utilized as a precursor to pyrazolyland thienyl-aminohydantoins, which have BACE1 inhibitory activity. These compounds are of interest in the development of drugs for the treatment of Alzheimer's disease and other neurodegenerative disorders.
Check Digit Verification of cas no
The CAS Registry Mumber 174669-73-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,4,6,6 and 9 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 174669-73:
(8*1)+(7*7)+(6*4)+(5*6)+(4*6)+(3*9)+(2*7)+(1*3)=179
179 % 10 = 9
So 174669-73-9 is a valid CAS Registry Number.
InChI:InChI=1/C5H5BFNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3,9-10H
174669-73-9Relevant articles and documents
Synthesis of two fluoro analogues of the nicotinic acetylcholine receptor agonist UB-165
Sutherland, Andrew,Gallagher, Timothy,Sharples, Christopher G. V.,Wonnacott, Susan
, p. 2475 - 2478 (2003)
Two racemic fluoropyridine analogues 4 and 5 of the potent nicotinic agonist UB-165 have been synthesized. Halogenated pyridines 7 and 12 provided the organometallic reagents needed for the Negishi and Suzuki coupling reactions used for the preparation of 4 and 5, and the N-vinyloxycarbonyl protecting group of 8 and 15 was cleaved using a novel trifluoroacetic acid-mediated deprotection protocol. Analogue 4 retained high binding affinity at rat brain α4β2 and α7 nicotinic receptors.
Expedient Synthesis of Highly Substituted Fused Heterocoumarins
Selles,Mueller
, p. 277 - 279 (2007/10/03)
(Matrix presented) Highly substituted fused coumarins can be prepared in two steps starting from the appropriate boronic acids and enol triflates. The synthesis of fused pyrano[2,3-d]pyrimidin-7-one (1) is a key example to demonstrate the potential of the method in the elaboration of new coumarin scaffolds.
