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Carbamic acid, (5-amino-2-pyridinyl)-, 1,1-dimethylethyl ester

  • CAS No. 220731-04-4

  • Cat. No. CS-0028343
  • Purity≥98%
  • MDL No.None

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

Carbamic acid, (5-amino-2-pyridinyl)-, 1,1-dimethylethyl ester |CS-0028343

Structure of 220731-04-4

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General Information

  • CAS No. 220731-04-4
  • Cat. No. CS-0028343
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅N₃O₂
  • Molecular Weight 209.25
  • Synonym(s) tert-Butyl (5-aminopyridin-2-yl)carbamate
  • SMILES CC(C)(C)OC(NC1=CC=C(N)C=N1)=O

Description

tert-Butyl 5-aminopyridin-2-ylcarbamate features a pyridine scaffold with strategically positioned amino and carbamate groups, enabling direct incorporation into diverse heterocyclic scaffolds. The tert-butyl carbamate moiety provides stable protection of the primary amine under standard conditions, facilitating sequential functionalization in multistep syntheses. This bench-stable, moisture-tolerant reagent streamlines access to advanced intermediates for medicinal chemistry and materials development.

Application

tert-Butyl 5-aminopyridin-2-ylcarbamate serves as a versatile building block in medicinal chemistry, enabling direct access to pyridine-based pharmacophores. The protected amine and carbamate functionalities offer orthogonal reactivity, facilitating selective functionalization and late-stage diversification. Its bench-stable nature simplifies handling and purification, while compatibility with standard coupling and reduction protocols supports efficient integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • US2010/249099 A1, ; Page/Page column 96 ; US 20100249099 A1
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 8 p. 2270 - 2273
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 8 p. 2270 - 2273

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   77.24
  • LogP   2.0108
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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