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6-Bromo-3-methyl-3H-imidazo[4,5-b]pyridine

  • CAS No. 37805-78-0

  • Cat. No. CS-B1559
  • Purity≥97%
  • MDL No.MFCD08692133

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

6-Bromo-3-methyl-3H-imidazo[4,5-b]pyridine|CS-B1559

Structure of 37805-78-0

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General Information

  • CAS No. 37805-78-0
  • Cat. No. CS-B1559
  • Purity ≥97%
  • MDL No. MFCD08692133
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrN₃
  • Molecular Weight 212.05
  • Synonym(s) 6-bromo-3-methylimidazo[4,5-b]pyridine
  • SMILES CN1C=NC2=CC(Br)=CN=C21

Description

6-Bromo-3-methyl-3H-imidazo[4,5-b]pyridine is a heterocyclic scaffold featuring a bromine at the 6-position and a methyl group at the 3-position, enabling direct functionalization in cross-coupling reactions. The electron-deficient imidazopyridine core facilitates transition metal-catalyzed transformations, while the bench-stable structure supports straightforward handling in synthetic workflows.

Application

6-Bromo-3-methyl-3H-imidazo[4,5-b]pyridine serves as a versatile building block for the synthesis of biologically active heterocycles. Its bromine and methyl substituents enable diverse cross-coupling reactions and functionalization strategies. The molecule exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating efficient incorporation into pharmaceutical scaffolds and agrochemical intermediates.

Synthesis

  • Route1

    References

    • Yutilov; Lopatinskaya; Smolyar; Gres'Ko Russian Journal of Organic Chemistry, 2005 , vol. 41, # 3 p. 450 - 454
  • Route2
    • In-stock
      5-Bromo-N2-methylpyridine-2,3-diamine|CS-0098090
      89415-54-3
    • null|null
      149-73-5
    • ~%
    • In-stock
      6-Bromo-3-methyl-3H-imidazo[4,5-b]pyridine|CS-B1559
      37805-78-0

    References

    • MERZ PHARMA GMBH and CO. KGAA; HENRICH, Markus; WEIL, Tanja; HECHENBERGER, Mirko; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; ERDMANE, Elina; SMITS, Gints Patent: WO2011/15343 A1, 2011 ; Location in patent: Page/Page column 43 ; WO 2011/015343 A1
  • Route3

    References

    • MERZ PHARMA GMBH and CO. KGAA; HENRICH, Markus; WEIL, Tanja; HECHENBERGER, Mirko; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; ERDMANE, Elina; SMITS, Gints Patent: WO2011/15343 A1, 2011 ; WO 2011/015343 A1

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   30.71
  • LogP   1.7308
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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