3512-18-3

Usage

Uses

Used in Organic Syntheses:
2,3,6-Trifluoropyridine is used as a key intermediate for the synthesis of various organic compounds. Its presence in the molecular structure can impart specific reactivity and properties to the final products, making it a valuable component in the development of new organic materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,6-trifluoropyridine is utilized as a building block for the development of novel drugs. Its unique fluorinated structure can enhance the pharmacokinetic and pharmacodynamic properties of the resulting drug candidates, potentially leading to improved therapeutic outcomes.
Chemical Properties:
As a colorless liquid, 2,3,6-trifluoropyridine exhibits distinct chemical properties that make it suitable for a wide range of applications in both organic synthesis and pharmaceutical development. Its fluorinated nature allows for specific reactivity and interaction with other molecules, contributing to its utility in creating new compounds and drug candidates.

InChI:InChI=1/C5H2F3N/c6-3-1-2-4(7)9-5(3)8/h1-2H

Upstream product

• 110-86-1 pyridine 
• 2875-18-5 2,3,5,6-tetrafluoropyridine 
• 700-16-3 Pentafluoropyridine 
• 1333-74-0 hydrogen 
• 1735-84-8 3-chloro-2,4,5,6-tetrafluoropyridine 

Downstream Products

• 944799-22-8 3,6-difluoropyridin-2-amine 
• 1263374-83-9 3,6-difluoro-N-(3-fluorobenzyl)pyridine-2-amine 
• 1395285-18-3 2-(benzyloxy)-3,6-difluoropyridine 
• 1214336-10-3 methyl 3,6-difluoropyridine-2-carboxylate 

Relevant academic research and scientific papers

Rhodium catalyzed, carbon-hydrogen bond directed hydrodefluorination of fluoroarenes

[CpRhCl(μ-Cl)]2 is reported as a highly efficient and selective precatalyst for the hydrodefluorination of perfluoroarenes using a hydrocarbon-soluble aluminum dihydride as the terminal reductant. Reactions are directed to cleave a C-F bond adjacent to an existing C-H bond with high regioselectivity (98.5-99%). A heterobimetallic complex containing an extremely rare Al-H-Rh functional group has been isolated and shown to be catalytically competent.

Catalytic hydrodefluorination of fluoroaromatics with silanes as hydrogen source at a binuclear rhodium complex: Characterization of key intermediates

Stoichiometric and catalytic hydrodefluorination reactions of fluorinated aromatic substrates on using [Rh(μ-H)(dippp)]2 (1) (dippp = 1,3-bis(diisopropylphosphino)propane) as catalyst and HSiEt3 as a hydrogen source are reported. Treatment of the hydrido complex 1 with the fluoroarenes gave the fluorido complex [Rh(μ-F)(dippp)]2 (2) and organic hydrodefluorination products. An unusual ortho-selectivity was observed in the reaction of 2,3,5,6-tetrafluoropyridine and pentafluorobenzene giving the 1,2-hydrodefluorinated products. The binuclear structure of complex 2 in the solid state was confirmed by X-ray diffraction. The fluorido complex 2 reacted with HSiEt3 and HSiiPr3 by elimination of the corresponding fluorosilanes to afford the η2-silane hydrido complexes [Rh(H)(η2-HSiEt3)(dippp)] (3) and [Rh(H)(η2-HSiiPr3)(dippp)] (4), respectively. The structures of the complexes 3 and 4 were derived from NMR data and DFT calculations. Catalytic reactions of pentafluoropyridine, 2,3,5,6-tetrafluoro- pyridine or 2,3,5,6-tetra-fluoropyridine, hexa- and pentafluorobenzene with HSiEt3 in the presence of 5 mol% of 1 afforded hydrodefluorination products with up to 19 turnovers after 48 h at 50 C. In contrast to the stoichiometric reactions, the catalytic transformations resulted predominantly in hydrodefluorinations at the para-position of the nitrogen atom in the heterocycles giving evidence for two different C-F activation pathways. Compound 3 can be considered to be an intermediate in the catalytic hydrodefluorinations of the fluoroarenes.

Heterocyclic derivatives

The invention relates to heterocyclic derivatives of the formula I wherein R1, A1, Z1, n, A2, Z2, Q1, Q2, Q3 and L have the meaning given in claim 1 and to their use as components of liquid crystalline media for electro-optical displays.

FLUORINATIONS WITH COMPLEX METAL FLUORIDES. PART 6. FLUORINATION OF PYRIDINE AND RELATED COMPOUNDS WITH CAESIUM TETRAFLUOROCOBALTATE(III)

Pyridine has been fluorinated over caesium tetrafluorocobaltate(III) (CsCo(III)F4) at 300-400 deg C to give a mixture of undecafluoro-N-methyl-pyrrolidine, bis(trifluoromethyl)amine, pentafluoropyridine and several polyfluoropyridines; the product composition depend to some extent on the geometry of the reactor.The fluorinations of pentafluoropyridine, piperidine and undecafluoropiperidine were also investigated.