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CS-W001157 4
Total: USD 88.00

2-Bromo-4-cyclopropylpyridine

  • CAS No. 1086381-39-6

  • Cat. No. CS-0321368
  • Molecule weight198.06
  • Purity95+%
  • MDL No.None

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

2-Bromo-4-cyclopropylpyridine|CS-0321368

Structure of 1086381-39-6

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General Information

  • CAS No. 1086381-39-6
  • Cat. No. CS-0321368
  • Purity 95+%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrN
  • Molecular Weight 198.06
  • Synonym(s) None
  • SMILES BrC1=NC=CC(C2CC2)=C1

Description

2-Bromo-4-cyclopropylpyridine features a cyclopropyl group at the 4-position and a bromine atom at the 2-position of the pyridine ring, creating a sterically constrained, electron-deficient heteroaromatic scaffold. This configuration enables selective coupling reactions in medicinal chemistry, particularly in Suzuki-Miyaura and Buchwald-Hartwig transformations, where its stability under catalytic conditions supports efficient construction of complex nitrogen-containing architectures.

Application

2-Bromo-4-cyclopropylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and heteroaryl scaffolds. The bromine moiety facilitates efficient functionalization under standard Suzuki, Stille, or Negishi conditions, while the cyclopropyl group imparts favorable lipophilic character and metabolic stability. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step synthesis of kinase inhibitors and other pharmaceutical intermediates.

Safety Information

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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+P364-P405-P501

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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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