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CS-W001157 4
Total: USD 88.00

3-Chloro-2-methylpyridine

  • CAS No. 72093-03-9

  • Cat. No. CS-W003156
  • Purity≥95%
  • MDL No.MFCD04114121

*For research and further manufacturing use only, not for direct human use.

3-Chloro-2-methylpyridine|CS-W003156

Structure of 72093-03-9

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General Information

  • CAS No. 72093-03-9
  • Cat. No. CS-W003156
  • Purity ≥95%
  • MDL No. MFCD04114121
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClN
  • Molecular Weight 127.57
  • Synonym(s) Pyridine, 3-chloro-2-methyl-
  • SMILES CC1=NC=CC=C1Cl

Description

3-Chloro-2-methylpyridine is a heterocyclic building block featuring a chlorine atom at the 3-position and a methyl group at the 2-position of the pyridine ring. This configuration imparts enhanced electrophilicity and regioselectivity in cross-coupling reactions, enabling efficient integration into pharmaceutical intermediates and functional materials under standard conditions.

Application

3-Chloro-2-methylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization at the pyridine ring. Its ortho-chloro and methyl substituents provide complementary sites for transition-metal-catalyzed coupling reactions and electrophilic substitution, with good bench stability and straightforward purification. Functions effectively in Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic displacement protocols, offering reliable access to substituted heterocyclic scaffolds common in drug discovery pipelines.

Synthesis

  • Route1
    • In-stock
      2,3-Dichloropyridine|CS-W013307
      2402-77-9
    • null|null
      75-16-1
    • ~77%
    • In-stock
      3-Chloro-2-methylpyridine|CS-W003156
      72093-03-9

    References

    • Malhotra, Sushant; Seng, Pamela S.; Koenig, Stefan G.; Deese, Alan J.; Ford, Kevin A. Organic Letters, 2013 , vol. 15, # 14 p. 3698 - 3701
  • Route2

    References

    • Organic Letters, , vol. 6, # 20 p. 3517 - 3520
  • Route3
    • null|null
      3512-76-3
    • ~%
    • In-stock
      3-Chloro-2-methylpyridine|CS-W003156
      72093-03-9

    References

    • Polish Journal of Chemistry, , vol. 65, # 2-3 p. 289 - 295

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.04342
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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