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tert-Butyl 2-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

  • CAS No. 1149333-40-3

  • Cat. No. CS-0376851
  • Molecule weight249.31
  • Purity≥96%
  • MDL No.MFCD16987655

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

tert-Butyl 2-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate|CS-0376851

Structure of 1149333-40-3

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General Information

  • CAS No. 1149333-40-3
  • Cat. No. CS-0376851
  • Purity ≥96%
  • MDL No. MFCD16987655
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉N₃O₂
  • Molecular Weight 249.31
  • Synonym(s) 1,6-Naphthyridine-6(5H)-carboxylic acid, 2-amino-7,8-dihydro-, 1,1-dimethylethyl ester
  • SMILES O=C(N1CC2=C(N=C(N)C=C2)CC1)OC(C)(C)C

Description

tert-Butyl 2-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate features a bench-stable, electron-rich naphthyridine core with a strategically positioned amino group enabling direct functionalization. The tert-butyl ester moiety enhances solubility and stability during synthesis, facilitating efficient incorporation into diverse heterocyclic scaffolds under standard conditions.

Application

tert-Butyl 2-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate serves as a versatile building block for the synthesis of naphthyridine-based scaffolds prevalent in medicinal chemistry. The protected amine and carboxylate functionalities enable sequential derivatization via standard coupling, reduction, and cyclization protocols. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to functionalized heterocycles relevant to kinase inhibitors and other bioactive molecules.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   68.45
  • LogP   1.957
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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