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3-Bromo-5-chloro-2-fluoroaniline

  • CAS No. 1269232-95-2

  • Cat. No. CS-0139569
  • Purity≥97%
  • MDL No.MFCD19382423

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

3-Bromo-5-chloro-2-fluoroaniline|CS-0139569

Structure of 1269232-95-2

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General Information

  • CAS No. 1269232-95-2
  • Cat. No. CS-0139569
  • Purity ≥97%
  • MDL No. MFCD19382423
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClFN
  • Molecular Weight 224.46
  • Synonym(s) None
  • SMILES NC1=CC(Cl)=CC(Br)=C1F

Description

3-Bromo-5-chloro-2-fluoroaniline features a trihalogenated aromatic core with strategic substitution patterns enabling precise functionalization in pharmaceutical and agrochemical synthesis. The electron-deficient ring facilitates nucleophilic aromatic substitution, while the ortho-halogen arrangement supports selective coupling reactions under standard conditions.

Application

3-Bromo-5-chloro-2-fluoroaniline serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its trihalogenated aromatic core enables diverse cross-coupling reactions, while the amino group facilitates direct derivatization. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping Patent: WO2011/25927 A1, 2011 ; Location in patent: Page/Page column 51 ; WO 2011/025927 A1
  • Route2

    References

    • IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping Patent: WO2011/25927 A1, 2011 ; WO 2011/025927 A1
  • Route3

    References

    • IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping Patent: WO2011/25927 A1, 2011 ; WO 2011/025927 A1

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.8238
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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