62674-71-9

Basic information

• Product Name: 2-Iodo-6-methylpyridine
• Synonyms: 2-Iodo-6-methylpyridine;6-Iodo-2-picoline;Pyridine,2-iodo-6-methyl-
• CAS NO: 62674-71-9
• Molecular Formula: C₆H₆IN
• Molecular Weight: 219.02
• EINECS: 214-589-6
• Mol File: 62674-71-9.mol

Chemical Properties

• Boiling Point: 222.12 °C at 760 mmHg
• Flash Point: 88.135 °C
• Appearance: /
• Density: 1.81 g/cm³
• Vapor Pressure: 0.154mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.57±0.10(Predicted)
• CAS DataBase Reference: 2-Iodo-6-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-6-methylpyridine(62674-71-9)
• EPA Substance Registry System: 2-Iodo-6-methylpyridine(62674-71-9)

Safety Data

• Hazardous Substances Data: 62674-71-9(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry Research and Development:
2-Iodo-6-methylpyridine is used as a key intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its unique structure allows for the creation of new molecules with potential medicinal properties, contributing to the advancement of drug discovery and development.
Used in the Synthesis of Pharmaceutical Intermediates:
In the pharmaceutical industry, 2-Iodo-6-methylpyridine serves as a crucial building block for the production of intermediates that are further processed into active pharmaceutical ingredients. Its presence in these intermediates can influence the biological activity, selectivity, and pharmacokinetic properties of the final drug products, making it an essential component in the development of novel medications.

InChI:InChI=1/C6H6IN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3

Upstream product

• 18368-63-3 6-chloro-2-picoline 
• 154447-04-8 6-methyl-2-(trifluoromethanesulfonyl)oxypyridine 
• 1161941-06-5 6-methylpyridin-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 
• 5315-25-3 2-bromo-6-methylpyridine 
• 75-36-5 acetyl chloride 
• 109-06-8 α-picoline 

Downstream Products

• 1007351-80-5 C₂₉H₃₂N₂O₄ 
• 1448017-14-8 6-methyl-2-[2-(6-methylpyridin-2-yl)-6-vinylphenyl]pyridine 
• 30413-58-2 2-ethynyl-6-methylpyridine 
• 656800-40-7 trimethyl-[2-(6-methyl-2-pyridyl)ethynyl]silane 
• 1824-81-3 2-Amino-6-methylpyridine 
• 1007351-24-7 C₂₇H₂₈N₂O₂ 
• 1007351-45-2 C₂₈H₃₀N₂O₂ 
• 1007351-68-9 C₂₈H₃₀N₂O₃ 

Relevant articles and documents

The preparation of the α-iodo-substituted tripods within the series of tris(2-pyridylmethyl)amine ligands, and the characterization of the corresponding I1-3TPAFeCl2 complexes

We report in this communication the easy preparation of the α-iodo substituted tripods within the series of tris(2-pyridylmethyl)amine ligands, I1TPA, I2TPA and I3TPA, respectively. The characterization of the corresponding FeCl2 complexes in solution is described and structural analysis by X-ray diffraction for I 1TPAFeCl2 and I2TPAFeCl2 is also reported. The steric effect of the iodo substituent is evidenced: (i) by elongation of the metal to iodo-pyridine distance within I 1TPAFeCl2, which however remains a very stable compound; (ii) by decoordination of one substituted pyridine in I2TPAFeCl 2 and I3TPAFeCl3. In I2TPAFeCl 2 and in the solid state, this uncoordinated pyridine strongly interacts with the same fragment of the neighbouring molecule, providing an overall dinuclear arrangement for this complex.

Microwave-assisted trans-halogenation reactions of various chloro-, bromo-, trifluoromethanesulfonyloxy- and nonafluorobutanesulfonyloxy-substituted quinolines, isoquinolines, and pyridines leading to the corresponding iodinated heterocycles

(Chemical Equation Presented) Microwave irradiation of certain chloro-, bromo-, trifluoromethanesulfonyloxy- and nonafluorobutanesulfonyloxy-substituted quinolines in the presence of acetic anhydride and sodium iodide leads, via a trans-halogenation process, to the corresponding iodides in high yield. Related conversions involving pyridines and isoquinolines can also be achieved under similar conditions.

Efficient copper-catalyzed N-arylation of sulfoximines with aryl iodides and aryl bromides

Two simple and inexpensive systems for copper-catalyed N-arylations of sulfoximines with aryl bromides and aryl iodides have been developed. Using 10 mol % of a copper(I) salt in combination with 20 mol % of a 1,2-diamine and Cs2CO3 provides N-arylated sulfoximines in high yields. Various functional groups and heteroatoms are tolarated. The method is complementary to the known protocols for N-arylations of sulfoximines, which require stoichiometric quantities of copper salts or cost-intensive palladium/BINAP catalysts.

1,2,4-triazole based compounds that can be used as insecticides or acaricides and processes

3-(Substituted aryl)-5-{substituted aryl-(alkynyl-aryl)}-[1,2,4]- triazole compounds are useful as insecticides and acaricides. New synthetic procedures and intermediates for preparing the compounds, pesticide compositions containing the compounds, and me

Silyl-mediated halogen/halogen displacement in pyridines and other heterocycles

Heating with bromotrimethylsilane converts 2-chloropyridine into 2-bromopyridine and 2-chloro-6-methylpyridine into 2-bromo-6-methylpyridine. Both 2-chloropyridines and 2-bromopyridines give the corresponding iodo compound when treated with in situ generated iodotrimethylsilane. Although 3- and 4-chloropyridine are completely inert, 2,4-dichloropyridine undergoes the halogen/halogen exchange simultaneously at the 2- and 4-position. Halogen displacement takes place exclusively at the 2-position with 2,3-dichloropyridine and 2,5-dichloropyridine. In agreement with the intermediacy of N-trimethylsilylpyridinium salts as a prerequisite for the occurrence of halogen exchange, neither 2-fluoropyridine and 2-fluoro-6-methylpyridine nor any 2,6-dihalopyridine reacts. Finally, bromine/chlorine and iodine/chlorine substitution can also be accomplished with 2-or 4-chloroquinoline, 1-chloroisoquinoline, 2-chloropyrimidine, chloropyrazine and 2,3-dichloroquinoxaline as substrates. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2002).

REACTION OF TITANOCENE ALKYLS WITH PYRIDINES; A NOVEL TYPE OF CYCLOMETALLATION REACTION

Reaction of Cp2TiR (R = alkyl) with 2-substituted-pyridines and with quinolines leads to α-metallation of these ligands with formation of triangular titanocycles containing TiIII.Proof of the metallation at the α-position comes from reactions of the complexes formed with I2 and D2O/DCl which yield the corresponding iodo- and deutero-pyridine and -quinoline derivatives.Reaction of Cp2TiR with the structurally related ligand benzalaniline leads to a side-on coordinated benzalaniline complex of titanocene.Reactions of this diamagnetic complex with I2, CO2 and H2 aredescribed.