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tert-Butyl (4-formylpyridin-2-yl)carbamate

  • CAS No. 304873-65-2

  • Cat. No. CS-W018810
  • Purity≥95%
  • MDL No.MFCD09757496

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

tert-Butyl (4-formylpyridin-2-yl)carbamate|CS-W018810

Structure of 304873-65-2

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General Information

  • CAS No. 304873-65-2
  • Cat. No. CS-W018810
  • Purity ≥95%
  • MDL No. MFCD09757496
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄N₂O₃
  • Molecular Weight 222.24
  • Synonym(s) 2-Boc-amino-4-formylpyridine
  • SMILES O=C(OC(C)(C)C)NC1=NC=CC(C=O)=C1

Description

tert-Butyl (4-formylpyridin-2-yl)carbamate features a pyridine ring bearing both a formyl group at the 4-position and a carbamate-protected amine at the 2-position. This bifunctional scaffold enables direct incorporation into late-stage diversification strategies, offering a stable, moisture-tolerant platform for constructing bioactive heterocycles via reductive amination or nucleophilic addition reactions.

Application

tert-Butyl (4-formylpyridin-2-yl)carbamate serves as a versatile building block for pyridine-based scaffolds, enabling direct functionalization at the 4-position via formyl group transformations. Its stability under standard reaction conditions and compatibility with common coupling protocols facilitate efficient access to substituted heterocycles. The carbamate protecting group allows for selective deprotection and further derivatization, supporting applications in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION Patent: WO2008/108958 A2, 2008 ; Location in patent: Page/Page column 32 ;
  • Route2

    References

    • Poon, Jia-Fei; Alao, John Patrick; Sunnerhagen, Per; Diner, Peter Organic and Biomolecular Chemistry, 2013 , vol. 11, # 27 p. 4526 - 4536
  • Route3
    • Methyl 2-((tert-butoxycarbonyl)amino)isonicotinate|CS-0081027
      639091-75-1
    • ~%
    • In-stock
      tert-Butyl (4-formylpyridin-2-yl)carbamate|CS-W018810
      304873-65-2

    References

    • Poon, Jia-Fei; Alao, John Patrick; Sunnerhagen, Per; Diner, Peter Organic and Biomolecular Chemistry, 2013 , vol. 11, # 27 p. 4526 - 4536

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

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Computational Chemistry Data

  • TPSA   68.29
  • LogP   2.2411
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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