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CS-W001157 4
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4-Bromopyridine-2,3-diamine

  • CAS No. 1232431-75-2

  • Cat. No. CS-W007230
  • Molecule weight188.03
  • Purity≥97%
  • MDL No.MFCD15143394

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

4-Bromopyridine-2,3-diamine|CS-W007230

Structure of 1232431-75-2

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General Information

  • CAS No. 1232431-75-2
  • Cat. No. CS-W007230
  • Purity ≥97%
  • MDL No. MFCD15143394
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃
  • Molecular Weight 188.03
  • Synonym(s) 4-broMopyridine-2
  • SMILES NC1=NC=CC(Br)=C1N

Description

4-Bromopyridine-2,3-diamine features a pyridine core functionalized with bromine and two amino groups at the 4-, 2-, and 3-positions, enabling versatile coupling reactions. The electron-rich diamine moiety facilitates efficient transition-metal-catalyzed transformations, while the bromine atom serves as a robust handle for cross-coupling. This compound delivers high reactivity under standard conditions and is stable under ambient handling.

Application

4-Bromopyridine-2,3-diamine serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of functionalized heterocycles via palladium-catalyzed cross-coupling reactions. The ortho-diamine motif provides strong chelation for metal coordination, while the bromide facilitates further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for modular scaffold construction in API development and advanced catalyst design.

Synthesis

  • Route1
    • In-stock
      4-Bromo-2-nitropyridin-3-amine|CS-0059680
      1305317-30-9
    • ~64%
    • In-stock
      4-Bromopyridine-2,3-diamine|CS-W007230
      1232431-75-2

    References

    • Antoine, Maud; Czech, Michael; Gerlach, Matthias; Guenther, Eckhard; Schuster, Tilmann; Marchand, Pascal Synthesis, 2011 , # 5 p. 794 - 806
  • Route2

    References

    • Synthesis, , # 5 p. 794 - 806

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   64.93
  • LogP   1.0085
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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