22282-75-3

Basic information

• Product Name: 3-FLUORO-4-IODOPYRIDINE
• Synonyms: 3-FLUORO-4-IODOPYRIDINE;4-IODO-3-FLUOROPYRIDINE;4-Iodo-1-fluoropyridine
• CAS NO: 22282-75-3
• Molecular Formula: C₅H₃FIN
• Molecular Weight: 222.99
• Product Categories: Fluorin-contained pyridine series;Pyridine;Pyridines;Aromatics;Heterocycles;Intermediates
• Mol File: 22282-75-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 86.8-87.0°C
• Boiling Point: 203.108 °C at 760 mmHg
• Flash Point: 76.637 °C
• Appearance: Cream to beige/Crystalline Powder
• Density: 2.047 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Ethyl Acetate, Methanol
• PKA: 1.43±0.18(Predicted)
• CAS DataBase Reference: 3-FLUORO-4-IODOPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-4-IODOPYRIDINE(22282-75-3)
• EPA Substance Registry System: 3-FLUORO-4-IODOPYRIDINE(22282-75-3)

Safety Data

• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 22282-75-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

An intermediate for the synthesis of Norharmane.

Purification Methods

The picrate [22282-76-4] has m 140o (from EtOH). [Gribble & Saulnier Tetrahedron Lett 4137 1980.]

InChI:InChI=1/C8H6FNO/c9-8-3-6(5-11)1-2-7(8)4-10/h1-3,11H,5H2

Upstream product

• 372-47-4 3-Fluoropyridine 

Downstream Products

• 1331850-50-0 4-iodo-3-methoxypyridine 
• 244-63-3 betacarboline 
• 155246-39-2 N-(2-{3-Fluoro-2-[(2-fluoro-phenyl)-hydroxy-methyl]-pyridin-4-yl}-phenyl)-2,2-dimethyl-propionamide 
• 155246-38-1 N-{2-[3-Fluoro-2-(2-fluoro-benzoyl)-pyridin-4-yl]-phenyl}-2,2-dimethyl-propionamide 
• 146141-10-8 N-[2-(3-fluoropyridin-2-yl)phenyl]-2,2-dimethylpropionamide 
• 155727-48-3 N-[2-(3-Fluoro-2-methyl-pyridin-4-yl)-4-methoxy-phenyl]-2,2-dimethyl-propionamide 
• 170959-19-0 2,2-dimethyl-N-(6-methoxy-2-(3-fluoro-1-hydroxyethyl-4-pyridyl)phenyl)propanamide 
• 170959-20-3 1-(3-fluoro-4-(2-amino-3-methoxy-1-phenyl)pyrid-1-yl)ethanol 
• 138683-69-9 8-hydroxy-1-vinyl-β-carboline 
• 58982-28-8 6-Hydroxy-beta-Carboline 
• 106531-57-1 3-Methyl-furo[2,3-c]pyridine 
• 170959-26-9 2,2-dimethyl-N-(6-methoxy-2-(3-fluoro-4-pyridyl)phenyl)propanamide 

Relevant articles and documents

Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships

A series of methoxy- and fluoro-pyridines have been deprotometalated in tetrahydrofuran at room temperature by using a mixed lithium-zinc combination obtained from ZnCl2·TMEDA (TMEDA=N,N,N′,N′-tetramethylethylenediamine) and LiTMP (TMP=2,2,6,6-tetramethylpiperidino) in a 1:3 ratio, and the metalated species intercepted by iodine. Efficient functionalization at the 3 position was observed from 4-methoxy, 2-methoxy, 2,6-dimethoxy, 2-fluoro and 2,6-difluoropyridine, and at the 4 position from 3-methoxy and 2,3-dimethoxypyridine. Interestingly, clean dideprotonation was noted from 3-fluoropyridine (at C2 and C4) and 2,6-difluoropyridine (at C3 and C5). The obtained regioselectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase (DFT B3LYP and G3MP2B3 levels) and in THF solution. In the case of methoxypyridines, the pKa values have also been calculated for complexes with LiCl and LiTMP.

Heterocyclic compounds useful as oxido-squalene cyclase inhibitors

This invention concerns heterocyclic derivatives of formula (I) which are useful in inhibiting oxido-squalene cyclase, processes for their preparation and pharmaceutical compositions containing them. The present invention is also concerned with heterocycl

REGIOSELECTIVE ORTHO-LITHIATION OF HALOPYRIDINES. SYNTHESES OF ORTHO-DISUBSTITUTED PYRIDINES AND A CONVENIENT GENERATION OF 3,4-PYRIDYNE

The regioselective ortho-lithiation of 3-chloro- (4), 3-fluoro- (7), 3-bromo- (10), 2-chloro- (22), and 4-chloropyridine (25) with lithium diisopropylamide affords, after quenching with various electrophiles, the corresponding ortho-disubstituted pyridine