tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Name: tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 355819-02-2
Cat. No. CS-0038090
Purity≥97%
MDL No.MFCD07371643

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tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate|CS-0038090

Structure of 355819-02-2

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General Information

CAS No. 355819-02-2
Cat. No. CS-0038090
Purity ≥97%
MDL No. MFCD07371643
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₉N₃O₂
Molecular Weight 249.31
Synonym(s) 6-BOC-3-AMINO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE
SMILES CC(C)(C)OC(=O)N1CCC2=NC=C(C=C2C1)N

Description

tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate features a bench-stable, electron-rich naphthyridine core with a pendant amino group enabling facile derivatization. The tert-butyl ester moiety offers enhanced solubility and stability under standard conditions, facilitating its use in synthetic sequences requiring mild deprotection. This compound serves as a key intermediate in the construction of bioactive heterocycles for medicinal chemistry applications.

Application

tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate serves as a versatile building block for the synthesis of naphthyridine-based scaffolds. The protected amine and carboxylate functionalities enable orthogonal derivatization, while the dihydro-1,6-naphthyridine core supports efficient transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for medicinal chemistry campaigns and process development.

Synthesis

Route1
- In-stock
  
  355818-98-3
- ~81%
- In-stock
  
  355819-02-2
References
- Harling; Harrington; Thompson Synthetic Communications, 2001 , vol. 31, # 5 p. 787 - 797
Route2
- 79099-07-3
- ~%
- In-stock
  
  355819-02-2
References
- Harling; Harrington; Thompson Synthetic Communications, 2001 , vol. 31, # 5 p. 787 - 797

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-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 68.45
LogP 1.957
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl 3-amino-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

CAS No. 355819-02-2

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