4-Bromo-N-(2,6-dioxopiperidin-3-yl)-2-fluorobenzamide

Name: 4-Bromo-N-(2,6-dioxopiperidin-3-yl)-2-fluorobenzamide
Brand: ChemScene
Availability: InStock
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CAS No. 1491427-78-1
Cat. No. CS-0694620
Molecule weight329.12
Purity≥98%
MDL No.None

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4-Bromo-N-(2,6-dioxopiperidin-3-yl)-2-fluorobenzamide|CS-0694620

Structure of 1491427-78-1

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General Information

CAS No. 1491427-78-1
Cat. No. CS-0694620
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₀BrFN₂O₃
Molecular Weight 329.12
Synonym(s) None
SMILES O=C(NC(CC1)C(NC1=O)=O)C2=CC=C(Br)C=C2F

Description

4-Bromo-N-(2,6-dioxopiperidin-3-yl)-2-fluorobenzamide is a fluorinated benzamide derivative featuring a bromo substituent at the para position and a piperidinedione tether. This structure integrates a moisture-tolerant amide linkage with a reactive ketone-bearing heterocycle, enabling direct incorporation into diverse synthetic scaffolds. The electron-deficient aryl ring enhances coupling efficiency in transition metal-catalyzed transformations.

Application

4-Bromo-N-(2,6-dioxopiperidin-3-yl)-2-fluorobenzamide serves as a versatile building block for constructing bioactive heterocycles and pharmaceutical scaffolds. Its bromo and fluoro substituents enable palladium-catalyzed cross-coupling reactions, while the 2,6-dioxopiperidine moiety provides a reactive platform for downstream functionalization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis in medicinal chemistry campaigns.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 75.27
LogP 1.0402
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-N-(2,6-dioxopiperidin-3-yl)-2-fluorobenzamide

CAS No. 1491427-78-1

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