455-69-6

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 255, 1987 DOI: 10.1016/S0040-4039(00)95700-9

InChI:InChI=1/C7H6FNO2/c1-11-7(10)5-2-3-9-6(8)4-5/h2-4H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 402-65-3 2-fluoropyridine-4-carboxylic acid 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 695-34-1 2-Amino-4-methylpyridine 
• 461-87-0 2-fluoro-4-methylpyridine 
• 116241-51-1 C₇H₇FNO₂⁽¹⁺⁾*BF₄^(1-) 

Downstream Products

• 1412405-56-1 2-((4-ethyl-5-(2-fluoropyridin-4-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(4-isopropylphenyl)acetamide 
• 369-24-4 2-fluoro-isonicotinic acid hydrazide 
• 369-01-7 2-fluoro-isonicotinic acid amide 

Relevant academic research and scientific papers

DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES

The application describes dihydropyrimidine derivatives which are useful in the treatment or prevention of HBV infection or of HBV-induced diseases, more particularly of HBV chronic infection or of diseases induced by HBV chronic infection, as well as pharmaceutical or medical applications thereof.

Preparation of 2-Fluoropyridines via Base-Induced Decomposition of N-Fluoropyridinium Salts

N-Fluoropyridinium salts with either BF4-, SbF6-, or PF6- as a counteranion were treated with excess base such as triethylamine at room temperature to give 2-fluoropyridine in good yield.This method was succesfully applied to the preparation of 2-fluoropyridine derivatives possessing electron-donating or -withdrawing substituents using substituted N-fluoropyridinium tetrafluoroborates.Pyridine-F2 compounds produced through reactions of pyridines with molecular fluorine were also treated with base to give 2-fluoropyridines but in low yields.These reactions are considered to occur through a carbene mechanism as follows: a novel N-F-containing cyclic carbene (3), generated from the N-fluoropyridinium salts by 2-proton abstraction, reacts with fluorine atoms from counteranions such as BF4-, SbF6-, or PF6-, followed by elimination of F- from the N-F moiety, to yield 2-fluoropyridines.Previously reported findings in reactions of pyridines with molecular fluorine are explained on the basis of this mechanism.

DIRECT FLUORINATION OF SUBSTITUTED PYRIDINES

The direct fluorination of pyridines bearing alkyl, halogen, ester, or ketone functions has been employed to prepare the corresponding 2-fluoro-substituted pyridines.