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6-Bromo-5-fluoropicolinaldehyde

  • CAS No. 1227605-60-8

  • Cat. No. CS-0442742
  • Molecule weight204.00
  • Purity≥98%
  • MDL No.None

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

6-Bromo-5-fluoropicolinaldehyde|CS-0442742

Structure of 1227605-60-8

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General Information

  • CAS No. 1227605-60-8
  • Cat. No. CS-0442742
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrFNO
  • Molecular Weight 204.00
  • Synonym(s) 6-Bromo-5-fluoropyridine-2-carbaldehyde
  • SMILES C1=CC(=C(Br)N=C1C=O)F

Description

6-Bromo-5-fluoropicolinaldehyde offers a uniquely activated aromatic aldehyde scaffold bearing complementary halogen substituents. This electron-deficient platform enables direct coupling in cross-coupling reactions and serves as a key building block for bioactive heterocycles. The ortho-bromine facilitates palladium-catalyzed transformations, while the para-fluorine enhances reactivity in nucleophilic additions. Bench-stable under standard conditions, it streamlines synthesis of functionalized pharmaceutical intermediates.

Application

6-Bromo-5-fluoropicolinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the aldehyde and halogen sites. Its ortho-halogenated pyridine scaffold facilitates palladium-catalyzed cross-coupling reactions and provides enhanced metabolic stability. The aldehyde group offers ready access to imines, oximes, and hydrazones, while the fluorine and bromine substituents enable strategic derivatization for target-focused synthesis. Bench-stable and compatible with standard purification methods, it functions efficiently in multi-step synthetic sequences.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.7957
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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