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CS-W001157 4
Total: USD 88.00

N-Boc-3-Amino-4-iodopyridine

  • CAS No. 154048-89-2

  • Cat. No. CS-M1250
  • Purity≥96%
  • MDL No.MFCD04973410

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

N-Boc-3-Amino-4-iodopyridine|CS-M1250

Structure of 154048-89-2

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General Information

  • CAS No. 154048-89-2
  • Cat. No. CS-M1250
  • Purity ≥96%
  • MDL No. MFCD04973410
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃IN₂O₂
  • Molecular Weight 320.13
  • Synonym(s) (4-Iodo-pyridin-3-YL)-carbamic acid tert-butyl ester
  • SMILES O=C(OC(C)(C)C)NC(C=NC=C1)=C1I

Description

N-Boc-3-Amino-4-iodopyridine features a protected amine and a reactive iodide handle, enabling efficient coupling in cross-coupling reactions. The electron-deficient pyridine ring enhances reactivity, while the Boc group ensures stability during storage and handling. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science applications.

Application

N-Boc-3-Amino-4-iodopyridine serves as a versatile building block for the synthesis of iodinated pyridine scaffolds in medicinal chemistry and catalytic cross-coupling workflows. The Boc-protected amine enables stable handling and orthogonal deprotection, while the iodo group facilitates reliable Suzuki, Stille, or Negishi couplings. Its functional group tolerance and bench stability support efficient access to complex heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; DEHMLOW, Henrietta; ERICKSON, Shawn David; KARNACHI, Prabha Saba; KIM, Kyungjin; MARTIN, Rainerm, E.; MATTEI, Patrizio; OBST SANDER, Ulrike; PIETRANICO-COLE, Sherrie Lynn; RICHTER, Hans; ULLMER, Christoph Patent: WO2012/117000 A1, 2012 ; Location in patent: Page/Page column 157; 158 ;
  • Route2
    • null|null
      109-72-8
    • null|null
      20485-44-3
    • In-stock
      tert-Butyl pyridin-3-ylcarbamate|CS-M1308
      56700-70-0
    • ~%
    • In-stock
      N-Boc-3-Amino-4-iodopyridine|CS-M1250
      154048-89-2

    References

    • US2003/78277 A1, ;
  • Route3
    • null|null
      462-08-8
    • ~%
    • In-stock
      N-Boc-3-Amino-4-iodopyridine|CS-M1250
      154048-89-2

    References

    • Heterocycles, , vol. 51, # 4 p. 721 - 726

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   51.22
  • LogP   3.0332
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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