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CS-W001157 4
Total: USD 88.00

2-Bromo-3-methoxypyridine

  • CAS No. 24100-18-3

  • Cat. No. CS-W007501
  • Purity≥97%
  • MDL No.MFCD01570896

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

2-Bromo-3-methoxypyridine|CS-W007501

Structure of 24100-18-3

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General Information

  • CAS No. 24100-18-3
  • Cat. No. CS-W007501
  • Purity ≥97%
  • MDL No. MFCD01570896
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) None
  • SMILES COC1=CC=CN=C1Br

Description

2-Bromo-3-methoxypyridine features a pyridine core functionalized with a bromine atom at the 2-position and a methoxy group at the 3-position, enabling selective cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the methoxy substituent enhances solubility and modulates reactivity. This compound serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

2-Bromo-3-methoxypyridine serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. Its bromine moiety enables reliable Suzuki, Stille, and Negishi couplings, while the methoxy group provides moderate electronic modulation and orthogonal reactivity. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in late-stage functionalization strategies for heterocyclic scaffolds.

Synthesis

  • Route1
    • In-stock
      2-Bromo-3-pyridinol|CS-D0714
      6602-32-0
    • null|null
      74-88-4
    • ~78%
    • In-stock
      2-Bromo-3-methoxypyridine|CS-W007501
      24100-18-3

    References

    • Finkentey, Christel; Langhals, Elke; Langhals, Heinz Chemische Berichte, 1983 , vol. 116, # 6 p. 2394 - 2397
  • Route2
    • In-stock
      2-Bromo-3-pyridinol|CS-D0714
      6602-32-0
    • null|null
      18107-18-1
    • ~%
    • In-stock
      2-Bromo-3-methoxypyridine|CS-W007501
      24100-18-3

    References

    • Journal of Medicinal Chemistry, , vol. 50, # 15 p. 3730 - 3742
  • Route3

    References

    • Tetrahedron, , vol. 42, # 5 p. 1475 - 1485

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   1.8527
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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