87674-20-2

Basic information

• Product Name: 2-Acetyl-3-fluoropyridine
• Synonyms: 2-ACETYL-3-FLUOROPYRIDINE;Ethanone, 1-(3-fluoro-2-pyridinyl)- (9CI);1-(3-FLUORO-PYRIDIN-2-YL)-ETHANONE;3-Fluoro-2-acetylpyridine;1-(3-Fluoro-2-pyridinyl)ethanone;1-(3-fluoropyridin-2-yl)ethan-1-one;Ethanone,1-(3-fluoro-2-pyridinyl)-
• CAS NO: 87674-20-2
• Molecular Formula: C7H6FNO
• Molecular Weight: 139.13
• Product Categories: ACETYLGROUP;Pyridine;Pyridines;Boronic Acid
• Mol File: 87674-20-2.mol

Chemical Properties

• Boiling Point: 179.7 °C at 760 mmHg
• Flash Point: 62.5 °C
• Appearance: /
• Density: 1.175 g/cm³
• Refractive Index: 1.492
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.53±0.10(Predicted)
• CAS DataBase Reference: 2-Acetyl-3-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetyl-3-fluoropyridine(87674-20-2)
• EPA Substance Registry System: 2-Acetyl-3-fluoropyridine(87674-20-2)

Safety Data

• Hazardous Substances Data: 87674-20-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Acetyl-3-fluoropyridine is used as a synthetic intermediate for the development of various pharmaceuticals. Its unique structure allows for the creation of new drug candidates with potential therapeutic properties, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Acetyl-3-fluoropyridine is utilized as a building block in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, thereby improving crop yields and food security.
Used in Organic Synthesis:
2-Acetyl-3-fluoropyridine is employed as a versatile building block in organic synthesis, particularly in the production of heterocyclic compounds. Its presence in these compounds can impart novel properties and reactivity, expanding the scope of organic chemistry and enabling the synthesis of new and useful molecules.
Used in Materials Science Research:
2-Acetyl-3-fluoropyridine has potential applications in the field of materials science, where it can be used to develop new materials with unique properties. Its incorporation into materials can lead to the creation of advanced materials with applications in various industries, such as electronics, energy, and nanotechnology.

InChI:InChI=1/C7H6FNO/c1-5(10)7-6(8)3-2-4-9-7/h2-4H,1H3

Upstream product

• 87674-14-4 2-(1-hydroxyethyl)-3-fluoropyridine 
• 372-47-4 3-Fluoropyridine 
• 78191-00-1 N-Methoxy-N-methylacetamide 

Downstream Products

• 864775-63-3 3-methyl-1-trityl-1H-pyrazolo[4,3-b]pyridine 4-oxide 
• 864775-61-1 3-methyl-1-trityl-1H-pyrazolo[4,3-b]pyridine 
• 194278-45-0 3-methyl-1H-pyrazolo[4,3-b]pyridine 
• 864775-64-4 5-chloro-3-methyl-1H-pyrazolo[4,3-b]pyridine 
• 1383734-85-7 C₁₃H₁₀FN₃ 

Relevant articles and documents

PYRIDINE DERIVATIVES AND METHODS OF USE THEREOF

Disclosed herein are pyridine derivatives, or a pharmaceutically acceptable salt, ester, amide, or prodrug thereof, pharmaceutical compositions comprising the same, and methods of modulating the level or activity of HIF in a subject, inhibiting hydroxylation of HIFα in a subject, modulating expression of HIF-regulated genes in a subject, treating an HIF-related disorder in a subject, increasing levels of endogenous EPO in a subject, or treating a disorder in a subject, using the disclosed compounds.

2,3,5-Trisubstituted pyridines as selective AKT inhibitors. Part II: Improved drug-like properties and kinase selectivity from azaindazoles

A novel series of AKT inhibitors containing 2,3,5-trisubstituted pyridines with novel azaindazoles as hinge binding elements are described. Among these, the 4,7-diazaindazole compound 2c has improved drug-like properties and kinase selectivity than those of indazole 1, and displays greater than 80% inhibition of GSK3β phosphorylation in a BT474 tumor xenograft model in mice.

REVIEW ON THE METALLATION OF ?-DEFICIENT HETEROAROMATIC COMPOUNDS; REGIOSELECTIVE ORTHO-LITHIATION OF 3-FLUOROPYRIDINE: DIRECTING EFFECTS AND APPLICATION TO SYNTHESIS OF 2,3- OR 3,4-DISUBSTITUTED PYRIDINES

Metallation of ?-deficient heterocyclic compounds is first reviewed, which shows the important recent developments in this research area.A particular aspect of this reaction is then given with the study of the 3-fluoropyridine metallation regioselectivity.Lithiation of 3-fluoropyridine is chemoselective at low temperatures using butyllithium-polyamine chelates or lithium diisopropylamide.Protophilic attack by these strong bases can be directed either at the 2- or 4-position depending on the lithiation conditions.Various reaction parameters are thus studied such as solvent, temperature, reaction time, lithium-chelating agent as well as metallating agent.The high regioselectivity of 3-fluoropyridine lithiation is theoretically discused, in particular in terms of kinetic of thermodynamic control of the metallation.Chelation between butyllithium and 3-fluoropyridine is proposed, which completely modifies the heterocycle reactivity toward the lithiating agent.This is confirmed by theoretical quantum calculations performed on different models of 3-fluoropyridine using the CNDO/2.These results allow to select the best 3-fluoropyridine-metallation conditions which lead to 3-fluoro-2-lithiopyridine on the one hand and to 3-fluoro-4-lithiopyridine on the other hand.Each of the lithiated isomers is then reacted with a great variety of electrophiles which gives very conveniently the corresponding 2,3- or 3,4-disubstituted pyridines.