tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate

Name: tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate
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CAS No. 159503-91-0
Cat. No. CS-W005887
Molecule weight262.14
Purity≥97%
MDL No.MFCD13181893

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tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate|CS-W005887

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General Information

CAS No. 159503-91-0
Cat. No. CS-W005887
Purity ≥97%
MDL No. MFCD13181893
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆BrNO₂
Molecular Weight 262.14
Synonym(s) tert-butyl 4-bromo-3,6-dihydropyridine-1(2H)-carboxylate
SMILES O=C(N1CCC(Br)=CC1)OC(C)(C)C

Description

tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a reducible dihydropyridine core. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, while the bromide serves as a versatile handle for palladium-catalyzed cross-coupling reactions. This compound integrates efficiently into complex molecular architectures requiring selective functionalization and controlled reactivity.

Application

tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate serves as a versatile building block for the synthesis of functionalized pyridine derivatives. The bromo group enables palladium-catalyzed cross-coupling reactions, while the dihydropyridine core provides a handle for selective oxidation or further functionalization. Its tert-butyl ester facilitates easy removal under mild acidic conditions, offering convenient access to carboxylic acid intermediates. The compound exhibits good bench stability and is compatible with standard synthetic workflows in medicinal chemistry and process development.

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 : 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 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 Piperidine compounds

Key Words

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tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate

CAS No. 159503-91-0

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