3-Bromopiperidine-2,6-dione

CAS No. 62595-74-8
Cat. No. CS-0091177
Purity≥95%
MDL No.MFCD11053059

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General Information

CAS No. 62595-74-8
Cat. No. CS-0091177
Purity ≥95%
MDL No. MFCD11053059
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆BrNO₂
Molecular Weight 192.01
Synonym(s) 3-bromo-piperidine-2,6-dione
SMILES O=C(C(Br)CC1)NC1=O

Description

3-Bromopiperidine-2,6-dione features a bromine substituent at the 3-position of a piperidine-2,6-dione core, offering a reactive handle for nucleophilic substitution and cross-coupling transformations. The electron-deficient carbonyl groups enhance electrophilicity, enabling efficient incorporation into complex heterocyclic scaffolds under mild conditions. This bench-stable reagent streamlines access to bioactive nitrogen-containing frameworks in medicinal chemistry and materials synthesis.

Application

3-Bromopiperidine-2,6-dione serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C3 position via cross-coupling or nucleophilic substitution. Its diketone framework provides orthogonal reactivity for heterocycle elaboration, while the bromide facilitates late-stage diversification. The compound exhibits good bench stability and compatibility with standard synthetic protocols, making it valuable for constructing complex scaffolds in API development.

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Computational Chemistry Data

TPSA 46.17
LogP 0.1865
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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3-Bromopiperidine-2,6-dione

CAS No. 62595-74-8

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