tert-Butyl 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate

CAS No. 1184950-48-8
Cat. No. CS-0048313
Molecule weight313.19
Purity≥97%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate|CS-0048313

Structure of 1184950-48-8

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General Information

CAS No. 1184950-48-8
Cat. No. CS-0048313
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇BrN₂O₂
Molecular Weight 313.19
Synonym(s) tert-Butyl 3-bromo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)C=C(Br)C=N2

Description

tert-Butyl 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate features a brominated tetrahydronaphthyridine core with a bench-stable tert-butyl ester handle. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to functionalized naphthyridine scaffolds for medicinal chemistry and materials applications.

Application

tert-Butyl 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate serves as a versatile building block for the synthesis of biologically relevant tetrahydronaphthyridine scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester offers stability and convenient deprotection under mild acidic conditions. Its functional group tolerance and bench stability facilitate efficient access to diverse heterocyclic architectures in medicinal chemistry and process development workflows.

Synthesis

Route1
- 625100-00-7
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  1184950-48-8
References
- US2012/53201 A1, ; Page/Page column 47 ; US 20120053201 A1

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 42.43
LogP 3.1373
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate

CAS No. 1184950-48-8

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