tert-Butyl 5-bromo-1,2,3,6-tetrahydropyridine-1-carboxylate

Name: tert-Butyl 5-bromo-1,2,3,6-tetrahydropyridine-1-carboxylate
Brand: ChemScene
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CAS No. 1415841-82-5
Cat. No. CS-0048189
Molecule weight262.14
Purity≥97%
MDL No.None

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tert-Butyl 5-bromo-1,2,3,6-tetrahydropyridine-1-carboxylate|CS-0048189

Structure of 1415841-82-5

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General Information

CAS No. 1415841-82-5
Cat. No. CS-0048189
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆BrNO₂
Molecular Weight 262.14
Synonym(s) tert-butyl 5-bromo-3,6-dihydro-2~{H}-pyridine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC=C(Br)C1

Description

tert-Butyl 5-bromo-1,2,3,6-tetrahydropyridine-1-carboxylate features a brominated tetrahydropyridine core with a bench-stable tert-butyl ester handle. This electrophilic scaffold enables direct coupling in cross-coupling reactions and facilitates downstream functionalization in medicinal chemistry. The electron-deficient pyridine ring enhances reactivity in palladium-catalyzed transformations.

Application

tert-Butyl 5-bromo-1,2,3,6-tetrahydropyridine-1-carboxylate serves as a versatile building block for the synthesis of substituted pyridine derivatives. The bromine at C5 enables palladium-catalyzed cross-coupling reactions, while the protected tetrahydropyridine core offers controlled reactivity in functional group interconversions. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to complex heterocyclic scaffolds relevant to medicinal chemistry and process development.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 29.54
LogP 2.906
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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tert-Butyl 5-bromo-1,2,3,6-tetrahydropyridine-1-carboxylate

CAS No. 1415841-82-5

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