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CS-W001157 4
Total: USD 88.00

3-Bromo-5-cyclopropylpyridine

  • CAS No. 1044210-57-2

  • Cat. No. CS-0042831
  • Purity≥97%
  • MDL No.MFCD11870213

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

3-Bromo-5-cyclopropylpyridine|CS-0042831

Structure of 1044210-57-2

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General Information

  • CAS No. 1044210-57-2
  • Cat. No. CS-0042831
  • Purity ≥97%
  • MDL No. MFCD11870213
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrN
  • Molecular Weight 198.06
  • Synonym(s) None
  • SMILES BrC1=CC(=CN=C1)C1CC1

Description

3-Bromo-5-cyclopropylpyridine features a cyclopropyl group that enhances metabolic stability while the bromo substituent enables efficient cross-coupling reactions. This electron-deficient pyridine derivative integrates readily into complex heterocycles and serves as a key intermediate in medicinal chemistry applications.

Application

3-Bromo-5-cyclopropylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to install aryl and heteroaryl extensions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the cyclopropyl group enhances metabolic stability and modulates lipophilicity. Bench-stable and readily purified by flash chromatography, it functions reliably in the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • WO2008/91681 A2, ; Page/Page column 242 ;

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   12.89
  • LogP   2.7215
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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