40273-47-0

Basic information

• Product Name: 3-FLUOROISONICOTINALDEHYDE
• Synonyms: 3-FLUORO-4-FORMYLPYRIDINE;3-FLUOROPYRIDINE-4-CARBOXALDEHYDE;3-FLUOROISONICOTINALDEHYDE;4-Pyridinecarboxaldehyde,3-fluoro-(9CI);3-Fluoro-4-pyridinecarboxaldehyde;3-FLUORO-PYRIDINE-4-CARBALDEHYDE;3-FLUOROISONICOTINAL;3-Fluoro-4-pyridinecarbaldehyde
• CAS NO: 40273-47-0
• Molecular Formula: C₆H₄FNO
• Molecular Weight: 125.1
• EINECS: 1533716-785-6
• Product Categories: PYRIDINE;blocks;FluoroCompounds;Pyridines;pharmacetical;Building Blocks;Fluorinated;C6;Heterocyclic Building Blocks;NULL
• Mol File: 40273-47-0.mol

Chemical Properties

• Boiling Point: 70 °C25 mm Hg(lit.)
• Flash Point: 153 °F
• Appearance: /
• Density: 1.2550 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.531mmHg at 25°C
• Refractive Index: n20/D 1.5170(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 0.84±0.18(Predicted)
• CAS DataBase Reference: 3-FLUOROISONICOTINALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUOROISONICOTINALDEHYDE(40273-47-0)
• EPA Substance Registry System: 3-FLUOROISONICOTINALDEHYDE(40273-47-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 40273-47-0(Hazardous Substances Data)

Usage

Chemical Properties

yellow liquid

InChI:InChI=1/C6H4FNO/c7-6-3-8-2-1-5(6)4-9/h1-4H

Upstream product

• 372-47-4 3-Fluoropyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 109-94-4 formic acid ethyl ester 
• 177600-62-3 C₁₃H₁₀FN 
• 3430-27-1 3-amino-4-methylpyridine 
• 399-88-2 3-fluoro-4-methylpyridine 
• 695-34-1 2-Amino-4-methylpyridine 
• 107-31-3 Methyl formate 

Downstream Products

• 1161864-78-3 3-(4-fluorobenzenesulfonyl)pyridine-4-carbaldehyde 
• 870243-58-6 methyl thieno[2,3-c]pyridine-2-carboxylate 
• 1426389-09-4 4-(2-(4-(3-fluoropyridin-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)thiazol-4-yl)benzonitrile 
• 478148-99-1 ethyl thieno[2,3-c]pyridine-2-carboxylate 
• 165947-51-3 6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno [2,3-c]pyridine-2-carboxylic acid 

Relevant articles and documents

Synthesis of some fluorine-containing pyridinealdoximes of potential use for the treatment of organophosphorus nerve-agent poisoning

Fluoroheterocyclic aldoximes were screened as therapeutic agents for the treatment of anticholinesterase poisoning. 2-Fluoropyridine-3- and -6-aldoxime, and 3-fluoropyridine-2- and -4-aldoxime, were synthesised. Attempts to obtain 3,5,6-trifluoropyridine-2,4-bis(aldoxime) and -2-aldoxime, however, proved unsuccessful. Pentafluorobenzaldoxime was prepared by oximation of pentafluorobenzaldehyde. Acid dissociation constants (pKa) and second-order rate constants (kox-) of the fluorinated pyridinealdoximes towards sarin were measured. 2,3,5,6-Tetrafluoropyridine-4- aldoxime had the best profile: its kox- approached that of the therapeutic oxime P2S (310 vs. 120 l mol-1 min-1), but its higher pKa (9.1 vs. 7.8) fell short of the target figure of 8 required for reactivation of inhibited acetylcholinesterase in vivo. N-alkylation of the fluorinated pyridine-aldoximes may reduce their pK a nearer to 8 and enhance their therapeutic potential. Crown Copyright

Enantioselective synthesis of a chiral fluoropiperidine via asymmetric hydrogenation of a vinyl fluoride

Asymmetric hydrogenation of a vinyl fluoride derivative gives efficient access to enantioenriched 1,3,4-trisubstituted piperidine 1 with a stereogenic alkyl fluoride center. Extensive catalyst screening across transition metals and chiral ligands identifi

PROCESS FOR MAKING SUBSTITUTED PIPERIDINES

The present invention provides a process for the preparation of substituted piperidines which comprises an asymmetric hydrogenation of vinyl fluoride in the presence of a metal precursor complexed with a chiral mono- or biphosphine ligand.

Synthesis of tetrakis(multifluoro-4-pyridyl)porphin derivatives as acetylcholinesterase inhibitors

New tetrakis(multifluoro-4-pyridyl)porphin derivatives (2-4) and water soluble porphyrin (5) were synthesized to investigate their interactions with acetylcholinesterase from electric eel. These compounds have been found to be the potent reversible inhibitors of the enzyme with K(i) values of μM range. In addition, porphyrin (5) showed broad spectrum of anticancer activities. (C) 2000 Elsevier Science Ltd. All rights reserved.

SUBSTITUTED VINYL PYRIDINE DERIVATIVE AND DRUGS CONTAINING THE SAME

The present invention relates to a substituted vinylpyridine derivative represented by the following formula (1): (wherein R1 represents a hydrogen atom, an alkyl group, etc., R2 represents an alkyl group; one of R3 and R4, which are different from each o

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.