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2-Bromo-6-fluoropyridin-3-amine

  • CAS No. 1068976-51-1

  • Cat. No. CS-0005621
  • Purity≥98%
  • MDL No.MFCD18262185

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

2-Bromo-6-fluoropyridin-3-amine|CS-0005621

Structure of 1068976-51-1

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General Information

  • CAS No. 1068976-51-1
  • Cat. No. CS-0005621
  • Purity ≥98%
  • MDL No. MFCD18262185
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrFN₂
  • Molecular Weight 191.00
  • Synonym(s) 2-BroMo-6-fluoro-3-pyridinaMine
  • SMILES NC1=CC=C(F)N=C1Br

Description

2-Bromo-6-fluoropyridin-3-amine features a pyridine core bearing bromo and fluoro substituents at the 2- and 6-positions, respectively, with an amino group at the 3-position. This electron-deficient heterocycle enables direct coupling in cross-coupling reactions, serving as a key building block for bioactive molecules and pharmaceutical intermediates. The molecule exhibits enhanced stability under standard handling conditions.

Application

2-Bromo-6-fluoropyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromine site facilitates efficient Suzuki, Stille, and Negishi couplings, while the fluorine enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.5654
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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