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CS-W001157 4
Total: USD 88.00

2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine

  • CAS No. 7471-05-8

  • Cat. No. CS-W018360
  • Molecule weight147.18
  • Purity≥97%
  • MDL No.MFCD09743888

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

2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine|CS-W018360

Structure of 7471-05-8

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General Information

  • CAS No. 7471-05-8
  • Cat. No. CS-W018360
  • Purity ≥97%
  • MDL No. MFCD09743888
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) NSC 403538
  • SMILES C1(C2=NCCN2)=NC=CC=C1

Description

This imidazolylpyridine scaffold integrates a labile dihydroimidazole ring with a pyridine moiety, enabling selective coordination in transition metal catalysis. The nitrogen-rich framework supports reversible binding and exhibits enhanced solubility in polar solvents, facilitating use in ligand design and synthetic transformations under standard conditions.

Application

2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of bioactive scaffolds. Its imidazoline-pyridine fusion offers enhanced solubility and metabolic stability compared to fully aromatic analogs. The compound functions as a robust ligand in transition metal catalysis and participates reliably in C–H functionalization and cross-coupling reactions. Bench-stable and readily purified by standard chromatography, it supports scalable synthesis workflows and demonstrates broad compatibility with diverse reaction conditions.

Synthesis

  • Route1
    • In-stock
      2-Cyanopyridine|CS-W020084
      100-70-9
    • null|null
      107-15-3
    • ~95%
    • In-stock
      2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine|CS-W018360
      7471-05-8

    References

    • Hojati, Seyedeh Fatemeh; Nezhadhoseiny, Seyede Atefe Journal of the Serbian Chemical Society, 2012 , vol. 77, # 9 p. 1181 - 1189,9
  • Route2
    • In-stock
      Picolinaldehyde|CS-W007336
      1121-60-4
    • null|null
      107-15-3
    • ~99%
    • In-stock
      2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine|CS-W018360
      7471-05-8

    References

    • Fujioka, Hiromichi; Murai, Kenichi; Ohba, Yusuke; Hiramatsu, Atsushi; Kita, Yasuyuki Tetrahedron Letters, 2005 , vol. 46, # 13 p. 2197 - 2199
  • Route3
    • null|null
      109-04-6
    • null|null
      119072-55-8
    • null|null
      107-15-3
    • ~95%
    • In-stock
      2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine|CS-W018360
      7471-05-8

    References

    • Geden, Joanna V.; Pancholi, Alpa K.; Shipman, Michael Journal of Organic Chemistry, 2013 , vol. 78, # 8 p. 4158 - 4164

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

Quality Control

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Computational Chemistry Data

  • TPSA   37.28
  • LogP   0.4314
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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